1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chloride

Base Information

• Chemical Name: 1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chloride
• CAS No.: 28494-51-1
• Molecular Formula: C6H5ClN2O3
• Molecular Weight: 188.57
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID60453811
• Nikkaji Number: J947.676H
• Wikidata: Q82275061
• Mol file: 28494-51-1.mol

Synonyms:28494-51-1;1-METHYL-4-NITRO-1H-PYRROLE-2-CARBONYL CHLORIDE;1-METHYL-4-NITROPYRROLE-2-CARBONYL CHLORIDE;1H-Pyrrole-2-carbonyl chloride, 1-methyl-4-nitro-;SCHEMBL2399432;DTXSID60453811;ZBXBOVMIODZOBQ-UHFFFAOYSA-N;AB44230;FT-0747215;1H-Pyrrole-2-carbonylchloride,1-methyl-4-nitro-;N-methyl-4-nitropyrrole-2-carboxylic acid chloride;1-methyl-4-nitro-2-pyrrolecarboxylic acid chloride;1-Methyl-4-nitro-1H-pyrrole-2-carboxylic acid chloride

Chemical Property of 1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chloride

Chemical Property:

• Boiling Point: 298.978 °C at 760 mmHg
• Flash Point: 134.618 °C
• PSA: 67.82000
• Density: 1.54 g/cm³
• LogP: 1.83550
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.9988697
• Heavy Atom Count: 12
• Complexity: 215

Purity/Quality:

98%min ^*data from raw suppliers

1-METHYL-4-NITRO-1H-PYRROLE-2-CARBONYL CHLORIDE 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)Cl)[N+](=O)[O-]

Technology Process of 1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chloride

There total 6 articles about 1-Methyl-4-nitro-1H-pyrrole-2-carbonyl chloride 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: 98.0%

1-methyl-4-nitro-pyrrol-2-carboxylic acid (13138-78-8) → 1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride (28494-51-1)

Guidance literature:

With thionyl chloride; for 2 - 4h; Product distribution / selectivity; Heating / reflux;

Reference yield:

1-Methyl-2-pyrrolecarboxylic acid (6973-60-0) → 1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride (28494-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / HNO₃ / acetic anhydride / -25 °C

2: SOCl₂ / tetrahydrofuran / 1 h / Heating

With thionyl chloride; nitric acid; In tetrahydrofuran; acetic anhydride;

DOI:10.1002/1099-0690(200211)2002:21<3604::AID-EJOC3604>3.0.CO;2-X

Reference yield:

ethyl 1-methyl-4-nitro-1H-pyrrole-2-carboxylate (2853-29-4) → 1-methyl-4-nitro-1H-pyrrole-2-carbonyl chloride (28494-51-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / NaOH / ethanol; dioxane / 2 h / Ambient temperature

2: tionyl chloride / 3 h / Heating

With sodium hydroxide; thionyl chloride; In 1,4-dioxane; ethanol;

DOI:10.1021/ja00158a052

upstream raw materials:

1-methyl-4-nitro-pyrrol-2-carboxylic acid

1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2-cyanoethyl)amide

1-methyl-4-nitropyrrole-2-carboxylic acid methyl ester

1-Methyl-2-pyrrolecarboxylic acid

Downstream raw materials:

1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid (2-cyanoethyl)amide

1-Methyl-4-nitro-1H-pyrrole-2-carboxylic acid {4-[(5S,5aS,8aR,9R)-9-(4-hydroxy-3,5-dimethoxy-phenyl)-8-oxo-5,5a,6,8,8a,9-hexahydro-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-5-ylamino]-phenyl}-amide

{4-[(1-Methyl-4-nitro-1H-pyrrole-2-carbonyl)-amino]-phenyl}-carbamic acid tert-butyl ester

2-{1-methyl-4-[4-(1-methyl-4-(isoquinoline-3-carboxamido)-2-pyrrolecarboxamido)-1-benzamido]-2-pyrrolecarboxamido}-1,1-dimethoxyethane