1-methyl-4-nitro-1H-pyrrole-2-carbohydrazide

Base Information

• Chemical Name: 1-methyl-4-nitro-1H-pyrrole-2-carbohydrazide
• CAS No.: 28494-50-0
• Molecular Formula: C6H8 N4 O3
• Molecular Weight: 184.155
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20429279
• Wikidata: Q82242276
• Mol file: 28494-50-0.mol

Synonyms:1-methyl-4-nitro-1H-pyrrole-2-carbohydrazide;28494-50-0;1-methyl-4-nitropyrrole-2-carbohydrazide;SCHEMBL4348433;DTXSID20429279;AKOS000119327;EN300-23769;Z164707394

Chemical Property of 1-methyl-4-nitro-1H-pyrrole-2-carbohydrazide

Chemical Property:

• Refractive Index: 1.671
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 105.87000
• Density: 1.6g/cm³
• LogP: 1.15120
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 184.05964013
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

1-METHYL-4-NITRO-1H-PYRROLE-2-CARBOHYDRAZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C=C(C=C1C(=O)NN)[N+](=O)[O-]

Technology Process of 1-methyl-4-nitro-1H-pyrrole-2-carbohydrazide

There total 5 articles about 1-methyl-4-nitro-1H-pyrrole-2-carbohydrazide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

ethyl 1-methyl-4-nitro-1H-pyrrole-2-carboxylate (2853-29-4) → 1-methyl-4-nitropyrrole-2-carboxylic acid hydrazide (28494-50-0)

Guidance literature:

With hydrazine hydrate; In ethanol; for 0.25h;

DOI:10.1002/jhet.5570320121

Reference yield: 85.0%

1-methyl-4-nitro-2-trichloroacetylpyrrole (120122-47-6) → 1-methyl-4-nitropyrrole-2-carboxylic acid hydrazide (28494-50-0)

Guidance literature:

With hydrazine hydrate; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1039/c1ce05890h

Reference yield:

1-methyl-2-trichloroacetyl-1H-pyrrole (21898-65-7) → 1-methyl-4-nitropyrrole-2-carboxylic acid hydrazide (28494-50-0)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid / acetic anhydride / 4 h / -10 - 20 °C / Inert atmosphere

2: hydrazine hydrate / ethanol / 1 h / 20 °C / Inert atmosphere

With nitric acid; hydrazine hydrate; In ethanol; acetic anhydride;

DOI:10.1016/j.ejmech.2013.09.039

upstream raw materials:

ethyl 1-methyl-4-nitro-1H-pyrrole-2-carboxylate

1-methyl-4-nitro-2-trichloroacetylpyrrole

1-methyl-2-trichloroacetyl-1H-pyrrole

N-Methylpyrrole

Downstream raw materials:

2-(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)-N-(3,4,5-trimethoxyphenyl)hydrazinecarbothioamide

N-benzyl-2-(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)hydrazinecarbothioamide

N-(2-fluorophenyl)-2-(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)hydrazinecarbothioamide

N-(4-methoxyphenyl)-2-(1-methyl-4-nitro-1H-pyrrole-2-carbonyl)hydrazinecarbothioamide

Refernces

• 1、 Firoozi,Javidnia,Kamali,Fooladi,Foroumadi,Shafiee. "Syntheses of substituted 1-methyl-2-(1,3,4-thiadiazol-2-yl)-4-nitropyrroles and 1-methyl-2-(1,3,4-oxadiazol-2-yl)-4-nitropyrroles". . p. 123 - 128. Retrieved 1995.
• 2、 Rane, Rajesh A.,Naphade, Shital S.,Bangalore, Pavan Kumar,Palkar, Mahesh B.,Shaikh, Mahamadhanif S.,Karpoormath, Rajshekhar. "Synthesis of novel 4-nitropyrrole-based semicarbazide and thiosemicarbazide hybrids with antimicrobial and anti-tubercular activity". . p. 3079 - 3083. Retrieved 2014/06/24.
• 3、 Rane, Rajesh A.,Bangalore, Pavankumar,Borhade, Sheetal D.,Khandare, Preeti K.. "Synthesis and evaluation of novel 4-nitropyrrole-based 1,3,4-oxadiazole derivatives as antimicrobial and anti-tubercular agents". . p. 49 - 58. Retrieved 2013/11/06.