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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-Methyl-4-nitro-1H-imidazol-5-amine, is researched, Molecular C4H6N4O2, CAS is 4531-54-8, about Nucleophilic substitution reactions of 1-methyl-4,5-dinitroimidazole with aqueous ammonia or sodium azide, the main research direction is nucleophilic substitution reaction methyldinitroimidazole aqueous ammonia sodium azide.Application In Synthesis of 1-Methyl-4-nitro-1H-imidazol-5-amine.

In this work, 5-amino-1-methyl-4-nitroimidazole was synthesized by amination reaction of 1-methyl-4,5-dinitroimidazole with aqueous ammonia in 95% yield. Meanwhile, one of its isomers, 4-amino-1-methyl-5-nitroimidazole as byproduct was obtained from the filtrate. Furthermore, nucleophilic substitution reaction of 1-methyl-4,5-dinitroimidazole with sodium azide gave 5-azido-1-methyl-4-nitroimidazole in 98% yield. The three compounds were characterized by IR, 1H and 13C NMR spectra, m.ps., and elemental anal. The structure of 4-amino-1-methyl-5-nitroimidazole was further confirmed by single crystal X-ray diffraction. These reactions indicate that the nitro group at position 5 of 1-methyl-4,5-dinitroimidazole is quite unstable, as well as partial substitution of nitro group at position 4 also occurred in aqueous ammonia. Only one nitro group of the two is involved in nucleophilic substitution reaction in each case.

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Recommanded Product: 4531-54-8. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 1-Methyl-4-nitro-1H-imidazol-5-amine, is researched, Molecular C4H6N4O2, CAS is 4531-54-8, about Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen: Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides.

A new reaction of sulfenamides with electrophilic arenes under basic conditions is described. The σ adducts formed from nitroarenes and the anions of sulfenamides undergo elimination of thiol to produce the corresponding o- and/or p-nitroanilines. This reaction is analogous to the known alkylation and hydroxylation of nitroarenes via the vicarious nucleophilic substitution of hydrogen (VNS). The reaction gives access to a wide range of substituted nitroanilines, nitronaphthylamines, and aminoheterocycles. By means of the reaction with N-alkyl- and N-arylsulfenamides, it is possible to obtain N-alkylnitroanilines and nitrodiarylamines. By varying the structure of sulfenamide and the reaction conditions, particularly the nature and concentration of the base, it is possible to control the orientation of amination.

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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).HPLC of Formula: 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.

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Recommanded Product: 1-Methyl-4-nitro-1H-imidazol-5-amine. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-Methyl-4-nitro-1H-imidazol-5-amine, is researched, Molecular C4H6N4O2, CAS is 4531-54-8, about Development and validation of stability – indicating RP-HPLC chromatographic method by forced degradation studies for azathioprine by related substances. Author is Hiralben, S. Mehta; Shinghvi, Indrajeet; Raj, Hasumati A..

Simple, rapid and reproducible stability-indicating methods were established for quant. determination of azathioprine using a, phenomenex 250 mm × 4.9 mm C18, 5 μm, inertsil and UV detection at 240 nm. The isocratic elution was used to quantify the analyte and the mobile phase was acetate buffer: acetonitrile: methanol (30: 35: 35) was pumped at 1.0 mL/min. The method was linear between 10-300 μg/mL, statistically validated for its linearity, precision and accuracy. In this study, degradation behavior of azathioprine was studied by subjecting the drug to various ICH stress conditions. The intra and inter day variation was found to be less than 1% showing high precision of the assay method. It was found that the excipients in the com. tablet did not interfere with the method. Developed method can routinely use for the estimation of azathioprine related compounds from the dosage form and also for stability sample.

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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Makosza, Mieczyslaw; Bia-lecki, Maciej researched the compound: 1-Methyl-4-nitro-1H-imidazol-5-amine( cas:4531-54-8 ).Recommanded Product: 4531-54-8.They published the article 《Nitroarylamines via the Vicarious Nucleophilic Substitution of Hydrogen: Amination, Alkylamination, and Arylamination of Nitroarenes with Sulfenamides》 about this compound( cas:4531-54-8 ) in Journal of Organic Chemistry. Keywords: vicarious nucleophilic substitution nitroarylamine preparation; nitroarylamine preparation; arylamine nitro preparation; amination nitroarene sulfenamide. We’ll tell you more about this compound (cas:4531-54-8).

A new reaction of sulfenamides with electrophilic arenes under basic conditions is described. The σ adducts formed from nitroarenes and the anions of sulfenamides undergo elimination of thiol to produce the corresponding o- and/or p-nitroanilines. This reaction is analogous to the known alkylation and hydroxylation of nitroarenes via the vicarious nucleophilic substitution of hydrogen (VNS). The reaction gives access to a wide range of substituted nitroanilines, nitronaphthylamines, and aminoheterocycles. By means of the reaction with N-alkyl- and N-arylsulfenamides, it is possible to obtain N-alkylnitroanilines and nitrodiarylamines. By varying the structure of sulfenamide and the reaction conditions, particularly the nature and concentration of the base, it is possible to control the orientation of amination.

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Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 4531-54-8, is researched, Molecular C4H6N4O2, about Solvatochromism of Heteroaromatic Compounds: XIV. 5-Amino-1-methyl-4-nitropyrazole and Its Analogs, the main research direction is solvatochromism heteroaromatic aminomethylnitropyrazole.Recommanded Product: 4531-54-8.

The solvatochromism of H complexes of 5-amino-1-methyl-4-nitropyrazole and 2-nitroaniline derivatives in aprotic protophilic media was described on a quant. level with the aid of Kamlet-Taft empirical parameters. Specific solvation affects only one of the two long-wave bands, that corresponding to an electronic transition involving orbital electron d. transfer from the H-bound N atom. When such transfer does not occur, which is typical of the second transition, specific solvatochromic effect is either weak or absent.

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COA of Formula: C4H6N4O2. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-Methyl-4-nitro-1H-imidazol-5-amine, is researched, Molecular C4H6N4O2, CAS is 4531-54-8, about Nitroimidazoles. VI. Partition coefficients and tautomerism of simple nitroimidazoles. Author is Suwinski, Jerzy; Salwinska, Ewa; Watras, Jan; Widel, Maria.

Octanol-water partition coefficients (P) were determined for 42 simple nitroimidazoles with Me, Cl, Br, MeO, NH2, and NO2 substituents. Correlation between log P and the substituent constants πX of Hansch and fX of Nys-Rekker was derived. For the N-methylated compounds, the average value of πN-CH3 was calculated to be -0.30. Significance of log P measurement in estimating the tautomeric equilibrium in 4(5)-nitroimidazoles is discussed in detail.

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Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) called Synthesis of imidazo[4,5-b]pyrazine nucleosides, Author is Panzica, Raymond P.; Townsend, Leroy B., which mentions a compound: 4531-54-8, SMILESS is NC1=C([N+]([O-])=O)N=CN1C, Molecular C4H6N4O2, Recommanded Product: 1-Methyl-4-nitro-1H-imidazol-5-amine.

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.

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In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Development and validation of stability – indicating RP-HPLC chromatographic method by forced degradation studies for azathioprine by related substances, published in 2018, which mentions a compound: 4531-54-8, Name is 1-Methyl-4-nitro-1H-imidazol-5-amine, Molecular C4H6N4O2, Recommanded Product: 4531-54-8.

Simple, rapid and reproducible stability-indicating methods were established for quant. determination of azathioprine using a, phenomenex 250 mm × 4.9 mm C18, 5 μm, inertsil and UV detection at 240 nm. The isocratic elution was used to quantify the analyte and the mobile phase was acetate buffer: acetonitrile: methanol (30: 35: 35) was pumped at 1.0 mL/min. The method was linear between 10-300 μg/mL, statistically validated for its linearity, precision and accuracy. In this study, degradation behavior of azathioprine was studied by subjecting the drug to various ICH stress conditions. The intra and inter day variation was found to be less than 1% showing high precision of the assay method. It was found that the excipients in the com. tablet did not interfere with the method. Developed method can routinely use for the estimation of azathioprine related compounds from the dosage form and also for stability sample.

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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Imidazole series. XX. Aminonitroimidazoles and diaminoimidazoles》. Authors are Kochergin, P. M.; Verenikina, S. G.; Bushueva, K. S..The article about the compound:1-Methyl-4-nitro-1H-imidazol-5-aminecas:4531-54-8,SMILESS:NC1=C([N+]([O-])=O)N=CN1C).Name: 1-Methyl-4-nitro-1H-imidazol-5-amine. Through the article, more information about this compound (cas:4531-54-8) is conveyed.

cf. preceding abstract The aminonitroimidazoles I-XII were prepared by heating the corresponding nitrochloroimidazoles with a 8-15% alc. NH3 solution at 120-50° for 5-10 hrs. The products I, VII, and XII were obtained in the presence of CuSO4 catalyst (formula, R, m.p., and % yield 131-1.5°, 15-20; VII, iso-Bu, 108-10°, 15; VIII, H, 222.5-23°, 30.5; IX, Me, 198-9°, 39.5; X, Et, 160-1°, 58; XI, Pr, 130-1°, 32; XII, iso-Bu, 129-30°, 21.5. The hydrogenation of II in Ac2O in the presence of Raney Ni gave 1-ethyl-2-methyl-4,5-diaminoimidazole diacetate at 30-45° and initial H pressure of 10 atm. and tetraacetate at 50-80° and 100 atm.

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