dimethyl 1H-pyrrole-2,5-dicarboxylate

Base Information

• Chemical Name: dimethyl 1H-pyrrole-2,5-dicarboxylate
• CAS No.: 1757-29-5
• Molecular Formula: C₈H₉NO₄
• Molecular Weight: 183.164
• European Community (EC) Number: 846-232-3
• DSSTox Substance ID: DTXSID001219496
• Nikkaji Number: J803.058H

Synonyms:dimethyl 1H-pyrrole-2,5-dicarboxylate;1757-29-5;2,5-dimethyl 1H-pyrrole-2,5-dicarboxylate;SCHEMBL70624;DTXSID001219496;BAA75729;dimethyl1H-pyrrole-2,5-dicarboxylate;AKOS027196575;SB63714;CS-0104767;D76454;EN300-221504;1H-Pyrrole-2,5-dicarboxylic acid, 2,5-dimethyl ester;Z1509142347

Chemical Property of dimethyl 1H-pyrrole-2,5-dicarboxylate

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 183.05315777
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of dimethyl 1H-pyrrole-2,5-dicarboxylate

There total 3 articles about dimethyl 1H-pyrrole-2,5-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) + 1-(trimethylsilyl)-1H-pyrrole (18276-53-4) + carbon dioxide (124-38-9,18923-20-1) → methyl Pyrrole-2-carboxylate (1193-62-0) + methyl 1H-pyrrole-1-carboxylate (4277-63-8) + 1H-pyrrole-2,5-dicarboxylic acid dimethyl ester (1757-29-5)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + 1-(trimethylsilyl)-1H-pyrrole (18276-53-4) + carbon dioxide (124-38-9,18923-20-1) → methyl Pyrrole-2-carboxylate (1193-62-0) + methyl 1H-pyrrole-3-carboxylate (2703-17-5) + methyl 1H-pyrrole-1-carboxylate (4277-63-8) + 1H-pyrrole-2,5-dicarboxylic acid dimethyl ester (1757-29-5)

Guidance literature:

Product distribution; other time, other temperature; lithiations of 1-trialkylsilylpyrroles in multistep reactions;

Reference yield:

methyl iodide (74-88-4) → 1H-pyrrole-2,5-dicarboxylic acid monomethyl ester (1199-64-0) + 1H-pyrrole-2,5-dicarboxylic acid dimethyl ester (1757-29-5)

Guidance literature:

With diethyl ether;

upstream raw materials:

diazomethane

1-(trimethylsilyl)-1H-pyrrole

carbon dioxide

methyl iodide

Downstream raw materials:

methyl 7,8-dimethoxy-3-(2-(3,4-dimethoxyphenyl)ethyl)-1-(3,4-dimethoxyphenyl)-[1]-benzopyrano[3,4-b]pyrrol-4(3H)-one-2-carboxylate

7,8-dimethoxy-3-(2-(3,4-dimethoxyphenyl)ethyl)-1-(3,4-dimethoxyphenyl)-[1]-benzopyrano[3,4-b]pyrrol-4(3H)-one-2-carboxylic acid

C₄₂H₅₁NO₁₀

C₄₃H₅₃NO₁₀

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