5-(methoxycarbonyl)-1H-pyrrole-2-carboxylic acid

Base Information

• Chemical Name: 5-(methoxycarbonyl)-1H-pyrrole-2-carboxylic acid
• CAS No.: 1199-64-0
• Molecular Formula: C₇H₇NO₄
• Molecular Weight: 169.137
• European Community (EC) Number: 963-870-9
• Nikkaji Number: J1.323.614C
• Wikidata: Q105244532
• Mol file: 1199-64-0.mol

Synonyms:1199-64-0;5-(methoxycarbonyl)-1H-pyrrole-2-carboxylic acid;5-methoxycarbonyl-1H-pyrrole-2-carboxylic acid;1H-Pyrrole-2,5-dicarboxylic acid, monomethyl ester;SCHEMBL1422945;RSCFOPAKJCCZNX-UHFFFAOYSA-N;BAA19964;AKOS022637815;CS-0106500;EN300-220322;5-(methoxycarbonyl)-1H-pyrrole-2-carboxylicacid;Z1255380295

Chemical Property of 5-(methoxycarbonyl)-1H-pyrrole-2-carboxylic acid

Chemical Property:

• Melting Point: 241-242 °C
• Boiling Point: 408.6±30.0 °C(Predicted)
• Density: 1.431±0.06 g/cm3(Predicted)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 169.03750770
• Heavy Atom Count: 12
• Complexity: 204

Purity/Quality:

99% ^*data from raw suppliers

5-(Methoxycarbonyl)-1H-pyrrole-2-carboxylicacid 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(N1)C(=O)O

Technology Process of 5-(methoxycarbonyl)-1H-pyrrole-2-carboxylic acid

There total 5 articles about 5-(methoxycarbonyl)-1H-pyrrole-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: 75.0%

methyl 5-formyl-1H-pyrrole-2-carboxylate (1197-13-3) → 1H-pyrrole-2,5-dicarboxylic acid monomethyl ester (1199-64-0)

Guidance literature:

With potassium permanganate; water; In acetone; at 40 ℃; for 0.5h;

DOI:10.1039/a901126i

Reference yield:

methyl Pyrrole-2-carboxylate (1193-62-0) → 1H-pyrrole-2,5-dicarboxylic acid monomethyl ester (1199-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / POCl₃

2: 75 percent / KMnO₄

With potassium permanganate; trichlorophosphate; 1: Formylation / 2: Oxidation;

DOI:10.1002/(SICI)1521-3765(20000218)6:4<709::AID-CHEM709>3.0.CO;2-6

Reference yield:

pyrrol-2-yl trichloromethyl ketone (35302-72-8) → 1H-pyrrole-2,5-dicarboxylic acid monomethyl ester (1199-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / NaOMe

2: 63 percent / POCl₃

3: 75 percent / KMnO₄

With potassium permanganate; sodium methylate; trichlorophosphate; 1: Substitution / 2: Formylation / 3: Oxidation;

DOI:10.1002/(SICI)1521-3765(20000218)6:4<709::AID-CHEM709>3.0.CO;2-6

upstream raw materials:

methyl 5-formyl-1H-pyrrole-2-carboxylate

methyl iodide

methyl Pyrrole-2-carboxylate

pyrrol-2-yl trichloromethyl ketone

Downstream raw materials:

5-chlorocarbonyl-1H-pyrrole-2-carboxylic acid methyl ester

1H-pyrrole-2,5-dicarboxylic acid bis-phenylamide

N₂,N₂'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N₅-butyl-1H-pyrrole-2,5-dicarboxamide)

3,5-bis((5-(butylcarbamoyl)-1H-pyrrole-2-carboxamido)methyl)phenyl 5-(dimethylamino)naphthalene-1-sulfonate