1H-Pyrrole-2-carboxylic acid, 5-(chlorocarbonyl)-, methyl ester (9CI)

Base Information

• Chemical Name: 1H-Pyrrole-2-carboxylic acid, 5-(chlorocarbonyl)-, methyl ester (9CI)
• CAS No.: 347362-31-6
• Molecular Formula: C₇H₆ClNO₃
• Molecular Weight: 187.583
• Hs Code.: 2933990090
• Mol file: 347362-31-6.mol

Synonyms:1H-Pyrrole-2-carboxylic acid, 5-(chlorocarbonyl)-, methyl ester (9CI)

Chemical Property of 1H-Pyrrole-2-carboxylic acid, 5-(chlorocarbonyl)-, methyl ester (9CI)

Chemical Property:

• Boiling Point: 337.0±27.0 °C(Predicted)
• PKA: 12.55±0.50(Predicted)
• PSA: 59.16000
• Density: 1.420±0.06 g/cm3(Predicted)
• LogP: 1.18030

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Pyrrole-2-carboxylic acid, 5-(chlorocarbonyl)-, methyl ester (9CI)

There total 1 articles about 1H-Pyrrole-2-carboxylic acid, 5-(chlorocarbonyl)-, methyl ester (9CI) 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:

1H-pyrrole-2,5-dicarboxylic acid monomethyl ester (1199-64-0) → 5-chlorocarbonyl-1H-pyrrole-2-carboxylic acid methyl ester (347362-31-6)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; for 4h; Heating;

DOI:10.1002/1099-0690(200104)2001:8<1519::AID-EJOC1519>3.0.CO;2-2

Reference yield:

5-chlorocarbonyl-1H-pyrrole-2-carboxylic acid methyl ester (347362-31-6) → N2,N2'-(5-(tert-butyldimethylsilyloxy)-1,3-phenylene) bis(methylene)bis(N5-butyl-1H-pyrrole-2,5-dicarboxamide) (1408284-24-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 0.5 h / 20 - 30 °C

2: sodium hydroxide / water / 0.33 h / Reflux

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

4: dmap / dichloromethane / 19 h / 20 °C / Inert atmosphere

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In dichloromethane; water;

DOI:10.1080/10610278.2012.671523

Reference yield:

5-chlorocarbonyl-1H-pyrrole-2-carboxylic acid methyl ester (347362-31-6) → 3,5-bis((5-(butylcarbamoyl)-1H-pyrrole-2-carboxamido)methyl)phenyl 5-(dimethylamino)naphthalene-1-sulfonate (1408284-18-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 0.5 h / 20 - 30 °C

2: sodium hydroxide / water / 0.33 h / Reflux

3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 20 °C / Inert atmosphere

4: dmap / dichloromethane / 19 h / 20 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran; dichloromethane / 3 h

With dmap; tetrabutyl ammonium fluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1080/10610278.2012.671523

upstream raw materials:

1H-pyrrole-2,5-dicarboxylic acid monomethyl ester

Downstream raw materials:

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