5-Ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid

Base Information

• Chemical Name: 5-Ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid
• CAS No.: 183268-98-6
• Molecular Formula: C₈H₁₀N₂O₄
• Molecular Weight: 198.178
• DSSTox Substance ID: DTXSID40356250
• Wikidata: Q82135504
• Mol file: 183268-98-6.mol

Synonyms:5-ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid;183268-98-6;5-Ethyl-1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid;1H-Pyrrole-2-carboxylicacid,5-ethyl-1-methyl-4-nitro-(9CI);DTXSID40356250;AKOS006346034

Chemical Property of 5-Ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid

Chemical Property:

• PSA: 88.05000
• LogP: 1.71710
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 198.06405680
• Heavy Atom Count: 14
• Complexity: 250

Purity/Quality:

5-ETHYL-1-METHYL-4-NITRO-1H-PYRROLE-2-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C=C(N1C)C(=O)O)[N+](=O)[O-]

Technology Process of 5-Ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid

There total 7 articles about 5-Ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid 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: 85.0%

5-Ethyl-1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid ethyl ester (183268-81-7) → 5-Ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid (183268-98-6)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

DOI:10.1039/P19960002277

Reference yield: 12.0%

5-Ethyl-1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid ethyl ester (183268-81-7) → 5-Ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid (183268-98-6) + 5-(1-Hydroxyethyl)-1-methyl-4-nitropyrrole-2-carboxylic acid

Guidance literature:

With potassium hydroxide; oxygen; In dimethyl sulfoxide; for 96h; Ambient temperature;

DOI:10.1039/P19960002277

Reference yield:

2-ethyl-1H-pyrrole (1551-06-0) → 5-Ethyl-1-methyl-4-nitropyrrole-2-carboxylic acid (183268-98-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 81 percent / diethyl ether / 1 h

2: 68 percent / NaOEt / 0.5 h / Ambient temperature

3: 55 percent / 70percent HNO₃ / 2 h / 30 °C

4: 77 percent / KOH / ethanol / 18 h / 0 °C

5: 70 percent / hexadecyl(tributyl)phosphonium bromide / acetonitrile / 24 h / Ambient temperature

6: 85 percent / 2 M aq. NaOH / ethanol / Heating

With potassium hydroxide; sodium hydroxide; nitric acid; sodium ethanolate; cetyltributylphosphonium bromide; In diethyl ether; ethanol; acetonitrile;

DOI:10.1039/P19960002277

upstream raw materials:

5-Ethyl-1-methyl-4-nitro-1H-pyrrole-2-carboxylic acid ethyl ester

2-ethyl-1H-pyrrole

Ethyl 5-ethylpyrrole-2-carboxylate

2,2,2-trichloro-1-(5-ethyl-1H-pyrrol-2-yl)ethanone