Dimethyl 1H-pyrrole-2,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl 1H-pyrrole-2,3-dicarboxylate
• CAS No.: 2818-08-8
• Molecular Formula: C8H9NO4
• Molecular Weight: 183.16100
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20510378
• Nikkaji Number: J356.586F
• Wikidata: Q82368621
• Mol file: 2818-08-8.mol

Synonyms:DIMETHYL 1H-PYRROLE-2,3-DICARBOXYLATE;2818-08-8;1H-Pyrrole-2,3-dicarboxylic acid dimethyl ester;MFCD02328549;2,3-DIMETHYL 1H-PYRROLE-2,3-DICARBOXYLATE;dimethyl pyrroledicarboxylate;1H-Pyrrole-2,3-dicarboxylic acid, dimethyl ester;SCHEMBL69393;DTXSID20510378;CAA81808;AKOS003630600;SB36362;dimethyl 1H-pyrrole-2, 3-dicarboxylate;AS-39081;CS-0150883;DIMETHYL1H-PYRROLE-2,3-DICARBOXYLATE;A918514

Chemical Property of Dimethyl 1H-pyrrole-2,3-dicarboxylate

Chemical Property:

• PSA: 68.39000
• LogP: 0.58790
• Storage Temp.: 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 183.05315777
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

95% ^*data from raw suppliers

1H-Pyrrole-2,3-dicarboxylicaciddimethylester 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(NC=C1)C(=O)OC

Technology Process of Dimethyl 1H-pyrrole-2,3-dicarboxylate

There total 4 articles about Dimethyl 1H-pyrrole-2,3-dicarboxylate 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + pyrrole-2,3-dicarboxylic acid (1125-32-2) → Pyrrol-2,3-dicarbonsaeure-dimethylester (2818-08-8)

Guidance literature:

With diethyl ether;

Reference yield:

5-Triethylsilanyl-1H-pyrrole-2,3-dicarboxylic acid dimethyl ester → Pyrrol-2,3-dicarbonsaeure-dimethylester (2818-08-8)

Guidance literature:

With trifluoroacetic acid; Ambient temperature;

Reference yield:

pyrrole-2,3-dicarboxylic acid 3-ethyl ester (89909-41-1) → Pyrrol-2,3-dicarbonsaeure-dimethylester (2818-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanolic KOH

2: diethyl ether

With potassium hydroxide; diethyl ether;

upstream raw materials:

diazomethane

pyrrole-2,3-dicarboxylic acid

pyrrole-2,3-dicarboxylic acid 3-ethyl ester

Refernces

• 1、 Chadwick, Derek J.,Hodgson, Simon T.. "Lithiations of 1-Trialkylsilylpyrroles: N to C Silyl Group Rearrangement". . p. 1833 - 1836. Retrieved 2007/10/02.