Day: April 18, 2022

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Diimidazoles. IV. Derivatives of 4,5-diaminoimidazole and their attempted cyclization》. Authors are Schubert, Hermann; Heydenhauss, Dieter.The article about the compound:1-Methyl-4-nitro-1H-imidazol-5-aminecas:4531-54-8,SMILESS:NC1=C([N+]([O-])=O)N=CN1C).Electric Literature of C4H6N4O2. Through the article, more information about this compound (cas:4531-54-8) is conveyed.

The preparation of a series of 1-methyl-4-nitro-5-alkylaminoimidazoles (I) is described. The catalytic hydrogenation of I and of 1-methyl-4-nitro-5-aminoimidazole (Ia) (R = H) (II) yielded unstable diamines which could neither be isolated nor cyclized. Acetylation of II gave the di-Ac derivative (III) of II. I were formylated and acetylated smoothly; hydrogenation of the products yielded stable acyl derivatives of 4,5-diaminoimidazole. (CONHMe)2 with PCl5 gave 40.8% 5-chloro-1-methylimidazole (IV), b15 90°. IV (103 g.), 100 cc. concentrated HNO3, and 400 cc. H2O evaporated, the residue added in portions at 10° to 3 times its weight of concentrated H2SO4, and the mixture heated 2 hrs. on a water bath yielded 122 g. 5-Cl analog (V) of II, m. 149-50°. V (13.2g.)in 3.5%absolute NH3EtOH heated 2 hrs. at 130-40° in a sealed tube yielded 6.3 g. II, m. 303° (decomposition) (H2O). II (5 g.) and 200 cc. Ac2O refluxed about 5 hrs. gave 5.2 g. III, m. 149.5-50.5°. V (1.62 g.) in 25 cc. 7% absolute alc. MeNH2 refluxed 3 hrs. yielded 1.45 g. Ia (R = Me) (VI), m. 156-7° (EtOH). VI (5 g.) in 50 cc. HCO2Ac kept 20 hrs. at room temperature and concentrated yielded 5 g. the N-CHO derivative (VII), m. 142.5-3.5° (EtOH). VI (10 g.) in 200 cc. Ac2O heated 1 hr. at 90-100° gave 8.2 g. the N-Ac derivative (VIII), m. 168-9° (BuOH or dioxane). V (1.62 g.) in 37 cc. 7% absolute alc. EtNH2 refluxed 3 hrs. and refrigerated overnight yielded 1.6 g. Ia (R = Et), m. 161-2° (dioxane). In the same manner were prepared the following Ia (R, m.p., and % yield given): Pr, 114-18° (dioxan-epetr. ether), 92; Bu, 101-6° (dioxane-petr. ether), 61; PhCH2, 132-3° (EtOH), 90. Also prepared was the N-Me derivative of VI, m. 94-5.5° (C6H6-petr. ether), 47% yield. II (0.76 g.) in 30 cc. 85% HCO2H hydrogenated 4 hrs. at 17°/756 mm. over 0.2 g. PtO2 yielded a black-brown oil, which treated with dilute aqueous NaOH liberated NH3. III (0.5 g.) in 45 cc. absolute BuOH hydrogenated 40 min. at 17°/770 mm. over 0.2 g. PtO2, and the resulting oily product in C6H6 treated with the stoichiometric amount picric acid yielded 1-methyl-4-amino-5-(N,N-diacetylamino)imidazole picrate, m. 160-1° (decomposition) (BuOH). The BuOH solution from a duplicate run refluxed 1.5 hrs. under argon gave only a brown, flocculent precipitate Hydrogenation of 0.5 g. VI in H2O, dilute HCl, dry dioxane, AcOH, AcOH-HCl, and Ac2O over 0.2 g. PtO2 gave only oily unstable materials. VII (0.6 g.) in 100 cc. Bu0H hydrogenated 50 min. at 18°/763 mm., and the resulting yellow oil treated in EtOH with picric acid gave the picrate of 1-methyl-4-amino-5-(N-methyl-N-formylamino)imidazole (IX), m. 173-70 (decomposition) (H2O); styphnate m. 177-8.5° (decomposition) (H2O). The BuOH solution of the crude IX refluxed 2 hrs. under argon yielded a brown, flocculent precipitate VIII (2 g.) in 120 cc. BuOH hydrogenated 1 hr. at 20°/755 mm. over 0.4 g. PtO2 yielded 1.4 g. 5-AcMeN analog (X) of IX, m. 165-6° ( PhCl); picrate m. 217-21° (decomposition) (H2O); styphnate m. 196-9° (decomposition) (H2O); HCl salt m. 225-6° (decomposition). All attempted cyclizations of X were unsuccessful. X (0.5 g.) in 3 cc. absolute HCO2H refluxed 1.5 hrs. yielded 0.4 g. 1-methyl-4-formyl-amino-5-(N-methyl-N-acetylamino)imidazole (XI), m. 154-5.5° (absolute EtOH-Et2O). X (2.1 g.) in 15 cc. AcOH refluxed 0.5 hr. yielded 1.47 g. 4-AcNH analog of XI, m. 188.5-9.5° (1:1 dioxane-PhCl); picrate m. 166-9° (EtOH); all attempted cyclizations were unsuccessful.

The article 《Diimidazoles. IV. Derivatives of 4,5-diaminoimidazole and their attempted cyclization》 also mentions many details about this compound(4531-54-8)Electric Literature of C4H6N4O2, you can pay attention to it, because details determine success or failure

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Walden inversion. XIII. The influence of substituting groups on optical rotation in the series of disubstituted acetic acids》. Authors are Levene, P. A.; Mikeska, L. A..The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Formula: C5H11I. Through the article, more information about this compound (cas:616-14-8) is conveyed.

cf. C. A. 22, 1953. The conclusion that in the aliphatic series the carbinols and the structurally related halides rotate in opposite directions is substantiated by the study of a series of aliphatic substances derived from disubstituted acetic acids or their corresponding carbinols. Primary halides rotate in the opposite direction to the primary alcs. from which they were derived, while in passing from the corresponding thio to the sulfo derivative the change in rotation is in the same direction, though without change of sign. A decided uniformity was found in the effect on optical rotation of various substitutions of the CO2H group or of the alc. group of the corresponding carbinols, depending upon the position of the subsituting group in the polarity series, C = N > CO2Et > CO2H > CONH2 > COCl > CH2SO3H > CH2X > CH2SH > CH2OH > CH2NH2. The order in this series corresponds with the order of the same groups in polarity series determined by other methods. This relationship holds only for aliphatic substances containing only 1 asym. C atom and only 1 polar group. Active primary amyl alc. was halogenated without marked racemization, while in the rest of the series conversion to the halide from the carbinol by SOCl2, PCl5, HBr, HI, etc., as well as from the amine by NOCl2, led to complete racemization. Optically active halides were obtained in the latter case by the action of NOBr. d-Propylmethylacetic acid, [α]D25 5.58° (Et2O), with SOCl2 gave the d-chloride (I), b15 45-8°; [α]D25 4.06°. I, [α]D25 3.94° (Et2O), with concentrated aqueous NH4OH gave the d-amide, m. 78° (from H2O), [α]D25 5.79° (75% alc.). l-Amide, [α]D25-5.79° (75% alc.), distilled with P2O6 gave l-propylmethylacetonitrile (II), b2 30-2°, [α]D25-13.77°. II with Na-alc. gave d-2-propyl-2-methylethylamine (III), b4 28-30°, [α]D25 3.84°, whose HCl salt had [α]D25 1.51° (50% alc.), l-Propylmethylacetic acid, [α]D25-7.08° (Et2O), with HCl gas in alc. gave the Et ester, b4 78-80°, [α]D25-7.91°. d-Acid Et ester, [α]D25 5.67° (Et2O), with Na-alc. gave l-2-propyl-2-methylethanol (IV), b. 147-7.5°, [α]D25-1.23°. IV with PCl5 or NOCl gave dl-2-propyl-2-methylethyl chloride, b. 110-20°. III with NOBr gave l-2-propyl-2-methylethyl bromide, b10 55-65°, [α]D25-0.94° (Et2O). I with KHS gave d-propylmethylthiolacetic acid, b23 71-2°, [α]D25 7.49°. d-Butylmethylacetic acid (V), [α]D25 5.42° (Et2O), with SOCl2 gave the acid chloride (VI), b9 45-8°, [α]D25 5.06°. VI with NH4OH gave the amide (VII), m. 66° (from H2O), [α]D25 3.86° (75% alc.). VII distilled with P2O5 gave the nitrile (VIII), b9 43-50°, [α]D25 9.40°. In another experiment an amide, [α]D25-11.44°, gave a nitrile, [α]D25-27.09° (Et2O). VIII with Na-alc. gave l-2-butyl-2-methylethylamine, b15 49-54°, [α]D25-3.52° (Et2O), whose HCl salt had [α]D25-2.41° (H2O). V with HCl gas and alc. gave an Et ester, b9 58-62°, [α]D25 6.84°, which with Na-alc. gave d-2-butyl-2-methylethanol, b15 71-2°, [α]D25 2.47° (Et2O). d-Heptylmethylacetic acid (IX), b4 145-7°, [α]D25, whose Na salt, [α]D25 0.84° (H2O), was treated with SOCl2, yielding the acid chloride (X), b1 73-4°, [α]D25 4.89°. X with NH4OH gave the amide (XI), m. 78° (from 50% alc.), [α]D25 7.07° (95% alc.), XI with P2O5 gave the nitrile (XII), b7 85-94°, [α]D25 13.61°. XII with Na-alc. gave 1-2-heptyl-2-methylethylamine (XIII), b24, 103-5°, [α]D25-3.38°, whose HBr salt had [°]D25-4.61° (75% alc.), In another experiment an amine, [α]D25 6.05° (Et2O), was obtained from a nitrile, [α]D25 -15.10° (Et2O). An amine, [α]D25 6.05° (Et2O), was obtained from a HBr salt, [α]D25 5.91°. XIII with HBr (fuming) and NaNO2 gave d-2-heptyl-2-methylethyl bromide, b1 80-5°, [α]D25 2.18° (Et2O). l-Heptylmethylacetic acid, [α]D26 -8.72° (Et2O), with HCl gas and alc. gave the Et ester, b17 122-4°, [α]D25 -8.60°, which with Na-alc, gave d-2-heptyl-2-methylethanol, b0.4 80-2°, [α]D25 3.64°. d-Decylmethylacetic acid, b1 153°, [α]D25 8.47°, showed no rotation when neutralized with NaOH. l-Decylmethylacetic acid (XIV), [α]D25 -6.38° (Et2O), with SOCl2 gave the acid chloride (XV), b0.5 118-25°, [α]D25 -3.5°, which was hydrolyzed, yielding an acid, [α]D25 -5.78° (Et2O). XV with NH4OH gave the amide, m. 77° (from 50% alc.), [α]D25 -3.01° (95% alc.), which with P2O5 gave the nitrile, b0.5 108-10°, [α]D25 -10.87° (Et2O), which with Na-alc. gave d-2-decyl-2-methylethylamine (XVI), [α]D25 4.18°, whose HCl salt, m. 105-18°, [α]D25 3.17° (H2O). XIV with HCl gas and alc. gave an Et ester, b1 141°, [α]D25 -6.48°, which with Na-alc. gave l-2-decyl-2-methylethanol, b1.4 105°, [α]D25 2.34°, XVI with NOBr gave l-2-decyl-2-methylethyl bromide, b0.02 87-90°, [α]D25 -0.39. Primary l-amyl alc., [α]D25 -4.73° (Et2O), with HI gave d-2-ethyl-2-methylethyl iodide, b12 47-50°, [α]D25 3.92° (Et2O), which with KHS gave d-2-ethyl-2-methylethanethiol, b. 116-7°, [α]D25 2.99°. In another experiment an iodide, [α]D25 5.27° (Et2O), gave a mercaptan, [α]D25 6.92°, which with Ba(MnO4)2 gave d-2-ethyl-2-methylethanesulfonic acid, whose Ba salt had [α]D25 5.09° (H2O). A table of mol. rotations of the various derivatives, which do not necessarily agree with the exptl. figures, is appended. These values were calculated on the basis of the parent substance of the highest rotation. There is also a table of d.

The article 《Walden inversion. XIII. The influence of substituting groups on optical rotation in the series of disubstituted acetic acids》 also mentions many details about this compound(616-14-8)Formula: C5H11I, you can pay attention to it, because details determine success or failure

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Action of ionizing radiation on simple organic compounds》. Authors are Napier, K. H.; Green, J. H..The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Category: thiomorpholine. Through the article, more information about this compound (cas:616-14-8) is conveyed.

I131 in a hydrocarbon was irradiated either with β-rays from a 500 mc. Sr90-Y90 source or with γ-rays from a 5 c. Cs137 source. The distribution of resulting iodinated products were analyzed by gas chromatography. From butane the following percentages of alkyl iodides were obtained: methyl, ethyl, n-propyl, sec-butyl, n-butyl (9, 20, 2, 47, 22, resp.). At some stages in the radiolysis, HI can be as high as 20%.

The article 《Action of ionizing radiation on simple organic compounds》 also mentions many details about this compound(616-14-8)Category: thiomorpholine, you can pay attention to it, because details determine success or failure

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 1-Iodo-2-methylbutane( cas:616-14-8 ) is researched.SDS of cas: 616-14-8.Olah, George A.; Welch, John published the article 《Synthetic methods and reactions. XIII. Preparation of alkyl halides from alcohols with alkali halides in polyhydrogen fluoride/pyridine solution》 about this compound( cas:616-14-8 ) in Synthesis. Keywords: halide alkyl cycloalkyl adamantyl; benzyl halide; norbornyl halide. Let’s learn more about this compound (cas:616-14-8).

Thirty-nine RX (R = C4-8 alkyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, PhCH2; X = F, Cl, Br, I) were prepared by reaction of the corresponding ROH with MX (M = Na, K, NH4) in polyhydrogen fluoridepyridine. Thus, BuCH2OH was kept 1 hr with 70% HF-pyridine containing NaCl to give 89% BuCH2Cl.

The article 《Synthetic methods and reactions. XIII. Preparation of alkyl halides from alcohols with alkali halides in polyhydrogen fluoride/pyridine solution》 also mentions many details about this compound(616-14-8)SDS of cas: 616-14-8, you can pay attention to it, because details determine success or failure

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Analysis of rotatory dispersions of configurationally related halides》. Authors are Levene, P. A.; Rothen, Alexandre; Marker, R. E..The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Category: thiomorpholine. Through the article, more information about this compound (cas:616-14-8) is conveyed.

Rotatory dispersion curves of halides of the type HMeRC(CH2)nX (X = Cl, Br, I; R = alkyl group; n = 0, 1, 2 or 3) are analyzed in the visible and the ultraviolet regions. The 3 halogen atoms function similarly with respect to the character of this curve in compounds of identical structure. A periodicity in the sign of some of the partial contributions of the halogen atom occurs with increase in n. The course of the rotatory dispersion when n = 1 is anomalous. An attempt is made to apply results when n > 0 to the sign of rotation for compounds where n = 0. When X = COOH, CHO, CN, CHMe2, etc., no complete analogy exists between this group and the group where X is a halogen. [M]D25 maximum (homogeneous) is given for the 16 compounds where X = Br, n = 1, 2, 3, 4, and R = Et, Pr, Bu, pentyl, and for the compound HMeEtC(CH2)5Br. Absorption spectra are given for λ 2100-3300 for 5 iodides. Rotatory dispersion curves are given for the compounds HMeEtCCH2I, HMe(C6H13)CCH2I, HMeEtCCH2Br and HMeEtCCH2Cl. [M]D25 maximum, nD25, d425 (vacuum) and rotatory dispersions (numerical) are given for several other compounds in this series. Differences between the interpretation of the dispersions of the iodides given by the authors (C. A. 27, 951) and that given by Kuhn (C. A. 29, 7159.1) are due to substantial differences between their exptl. data.

The article 《Analysis of rotatory dispersions of configurationally related halides》 also mentions many details about this compound(616-14-8)Category: thiomorpholine, you can pay attention to it, because details determine success or failure

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Quality Control of 1-Methyl-4-nitro-1H-imidazol-5-amine. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-Methyl-4-nitro-1H-imidazol-5-amine, is researched, Molecular C4H6N4O2, CAS is 4531-54-8, about Synthesis of imidazo[4,5-b]pyrazine nucleosides. Author is Panzica, Raymond P.; Townsend, Leroy B..

5,6-Dimethyl-1-(β-D-ribofuranosyl)imidazo[4,5-b]pyrazine (I; R = β-D-ribofuranosyl) was prepared by glycosylation of the Me3Si derivative (I; R = Me3Si) (II), by fusion with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose, or by cycloaddition of 4,5-diamino-1-(β-D-ribofuranosyl)-imidazole with biacetyl.

The article 《Synthesis of imidazo[4,5-b]pyrazine nucleosides》 also mentions many details about this compound(4531-54-8)Quality Control of 1-Methyl-4-nitro-1H-imidazol-5-amine, you can pay attention to it, because details determine success or failure

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-Iodo-2-methylbutane, is researched, Molecular C5H11I, CAS is 616-14-8, about Aromatase inhibitors. Synthesis and evaluation of mammary tumor inhibiting activity of 3-alkylated 3-(4-aminophenyl)piperidine-2,6-diones.Product Details of 616-14-8.

Piperidinediones I (R = H, Me, Et, Pr, CHMe2, CH2CHMe2, CHMeEt, pentyl, isopentyl, CH2CHMeEt, sec-pentyl, hexyl, heptyl) were prepared by alkylating PhCH2CN, addition reaction of PhCHRCN with CH2:CHCN, hydrolysis and ring closure of NCCRPhCH2CH2CN, nitration, and reduction of the nitro group. In vitro I showed a stronger inhibition of human placental aromatase than aminoglutethimide (II). The most active derivative, I (R = isopentyl), showed a 93-fold stronger inhibition than II. I, except I (R = CHMe2, CH2CHMe2, CHMeEt) exhibited equal or lower inhibition of bovine adrenal desmolase than II. Many I showed a stronger inhibition of the plasma estradiol concentration of pregnant mare serum gonadotropin-primed rats than II. They inhibited the testosterone-stimulated tumor growth of ovariectomized 9,10-dimethyl-1,2-benzanthracene tumor-bearing rats more strongly than II. Being stronger and more selective inhibitors of the estrogen biosynthesis than II, some of the newly developed derivatives of II might be better candidates for the treatment of hormone-dependent human breast cancer.

The article 《Aromatase inhibitors. Synthesis and evaluation of mammary tumor inhibiting activity of 3-alkylated 3-(4-aminophenyl)piperidine-2,6-diones》 also mentions many details about this compound(616-14-8)Product Details of 616-14-8, you can pay attention to it, because details determine success or failure

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-Iodo-2-methylbutane, is researched, Molecular C5H11I, CAS is 616-14-8, about Gas chromatographic identification of alkyl radicals formed in plasma radiofrequency discharges by using iodine as a scavenger, the main research direction is alkyl radical identification gas chromatog; iodide alkyl gas chromatog retention; solution heat alkyl iodide.Recommanded Product: 1-Iodo-2-methylbutane.

Alkyl radicals formed in low-pressure radiofrequency plasmas were identified by gas chromatog. using I as a scavenger compound Iodine vapors, injected into the glowing plasma discharge, reacted with active radicals in the gas phase, yielding various saturated alkyl iodides, that were trapped by freezing in an organic solvent and analyzed on Apiezon L and Carbowax 20M columns. Analyses carried out at different temperatures permitted the retention times and indexes to be measured and the relative molar heats of solution to be calculated

The article 《Gas chromatographic identification of alkyl radicals formed in plasma radiofrequency discharges by using iodine as a scavenger》 also mentions many details about this compound(616-14-8)Recommanded Product: 1-Iodo-2-methylbutane, you can pay attention to it, because details determine success or failure

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Cerebrospinal fluid lymphocytes in experimental allergic encephalomyelitis.》. Authors are Wilkerson, L D; Lisak, R P; Zweiman, B.The article about the compound:1-Iodo-2-methylbutanecas:616-14-8,SMILESS:CCC(CI)C).Formula: C5H11I. Through the article, more information about this compound (cas:616-14-8) is conveyed.

We report characteristics of the cerebrospinal fluid (CSF) pleocytosis (616+/-148 cells/microliter) that occurred in guinea-pigs with definite clinical experimental allergic encephalomyelitis developing 12 to 16 days after sensitization with homologous myelin basic protein. This pleocytosis was not present in the cerebrospinal fluid of a group of animals studied when still healthy, 9 or 10 days after similar sensitization. Eighty-nine per cent of cells in the CSF pleocytosis were small lymphocytes, 8% were larger lymphocytes and the remainder mostly monocytes. Of the lymphocytes, most were E-rosetting or null cells. B-cell markers were uncommon. The cellular patterns in this CSF pleocytosis appear to be similar to those seen in some delayed hypersensitivity responses.

After consulting a lot of data, we found that this compound(616-14-8)Formula: C5H11I can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Diimidazoles. IV. Derivatives of 4,5-diaminoimidazole and their attempted cyclization》. Authors are Schubert, Hermann; Heydenhauss, Dieter.The article about the compound:1-Methyl-4-nitro-1H-imidazol-5-aminecas:4531-54-8,SMILESS:NC1=C([N+]([O-])=O)N=CN1C).Application of 4531-54-8. Through the article, more information about this compound (cas:4531-54-8) is conveyed.

The preparation of a series of 1-methyl-4-nitro-5-alkylaminoimidazoles (I) is described. The catalytic hydrogenation of I and of 1-methyl-4-nitro-5-aminoimidazole (Ia) (R = H) (II) yielded unstable diamines which could neither be isolated nor cyclized. Acetylation of II gave the di-Ac derivative (III) of II. I were formylated and acetylated smoothly; hydrogenation of the products yielded stable acyl derivatives of 4,5-diaminoimidazole. (CONHMe)2 with PCl5 gave 40.8% 5-chloro-1-methylimidazole (IV), b15 90°. IV (103 g.), 100 cc. concentrated HNO3, and 400 cc. H2O evaporated, the residue added in portions at 10° to 3 times its weight of concentrated H2SO4, and the mixture heated 2 hrs. on a water bath yielded 122 g. 5-Cl analog (V) of II, m. 149-50°. V (13.2g.)in 3.5%absolute NH3EtOH heated 2 hrs. at 130-40° in a sealed tube yielded 6.3 g. II, m. 303° (decomposition) (H2O). II (5 g.) and 200 cc. Ac2O refluxed about 5 hrs. gave 5.2 g. III, m. 149.5-50.5°. V (1.62 g.) in 25 cc. 7% absolute alc. MeNH2 refluxed 3 hrs. yielded 1.45 g. Ia (R = Me) (VI), m. 156-7° (EtOH). VI (5 g.) in 50 cc. HCO2Ac kept 20 hrs. at room temperature and concentrated yielded 5 g. the N-CHO derivative (VII), m. 142.5-3.5° (EtOH). VI (10 g.) in 200 cc. Ac2O heated 1 hr. at 90-100° gave 8.2 g. the N-Ac derivative (VIII), m. 168-9° (BuOH or dioxane). V (1.62 g.) in 37 cc. 7% absolute alc. EtNH2 refluxed 3 hrs. and refrigerated overnight yielded 1.6 g. Ia (R = Et), m. 161-2° (dioxane). In the same manner were prepared the following Ia (R, m.p., and % yield given): Pr, 114-18° (dioxan-epetr. ether), 92; Bu, 101-6° (dioxane-petr. ether), 61; PhCH2, 132-3° (EtOH), 90. Also prepared was the N-Me derivative of VI, m. 94-5.5° (C6H6-petr. ether), 47% yield. II (0.76 g.) in 30 cc. 85% HCO2H hydrogenated 4 hrs. at 17°/756 mm. over 0.2 g. PtO2 yielded a black-brown oil, which treated with dilute aqueous NaOH liberated NH3. III (0.5 g.) in 45 cc. absolute BuOH hydrogenated 40 min. at 17°/770 mm. over 0.2 g. PtO2, and the resulting oily product in C6H6 treated with the stoichiometric amount picric acid yielded 1-methyl-4-amino-5-(N,N-diacetylamino)imidazole picrate, m. 160-1° (decomposition) (BuOH). The BuOH solution from a duplicate run refluxed 1.5 hrs. under argon gave only a brown, flocculent precipitate Hydrogenation of 0.5 g. VI in H2O, dilute HCl, dry dioxane, AcOH, AcOH-HCl, and Ac2O over 0.2 g. PtO2 gave only oily unstable materials. VII (0.6 g.) in 100 cc. Bu0H hydrogenated 50 min. at 18°/763 mm., and the resulting yellow oil treated in EtOH with picric acid gave the picrate of 1-methyl-4-amino-5-(N-methyl-N-formylamino)imidazole (IX), m. 173-70 (decomposition) (H2O); styphnate m. 177-8.5° (decomposition) (H2O). The BuOH solution of the crude IX refluxed 2 hrs. under argon yielded a brown, flocculent precipitate VIII (2 g.) in 120 cc. BuOH hydrogenated 1 hr. at 20°/755 mm. over 0.4 g. PtO2 yielded 1.4 g. 5-AcMeN analog (X) of IX, m. 165-6° ( PhCl); picrate m. 217-21° (decomposition) (H2O); styphnate m. 196-9° (decomposition) (H2O); HCl salt m. 225-6° (decomposition). All attempted cyclizations of X were unsuccessful. X (0.5 g.) in 3 cc. absolute HCO2H refluxed 1.5 hrs. yielded 0.4 g. 1-methyl-4-formyl-amino-5-(N-methyl-N-acetylamino)imidazole (XI), m. 154-5.5° (absolute EtOH-Et2O). X (2.1 g.) in 15 cc. AcOH refluxed 0.5 hr. yielded 1.47 g. 4-AcNH analog of XI, m. 188.5-9.5° (1:1 dioxane-PhCl); picrate m. 166-9° (EtOH); all attempted cyclizations were unsuccessful.

After consulting a lot of data, we found that this compound(4531-54-8)Application of 4531-54-8 can be used in many types of reactions. And in most cases, this compound has more advantages.

Reference:
Thiomorpholine – Wikipedia,
Thiomorpholine | C4H9NS – PubChem