Dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate

Base Information

• Chemical Name: Dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate
• CAS No.: 3780-42-5
• Molecular Formula: C₉H₁₁NO₄
• Molecular Weight: 197.191
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID50487802
• Nikkaji Number: J1.134.038E
• Wikidata: Q72497094
• Mol file: 3780-42-5.mol

Synonyms:3780-42-5;Dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate;3-Methylpyrrole-2,4-dicarboxylic acid dimethyl ester;Dimethyl3-methyl-1H-pyrrole-2,4-dicarboxylate;SCHEMBL4046793;DTXSID50487802;AKOS006304551;AB56143;CS-0054288;A874009

Chemical Property of Dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 340.986°C at 760 mmHg
• Flash Point: 160.023°C
• PSA: 68.39000
• Density: 1.234g/cm³
• LogP: 0.89630
• Storage Temp.: 2-8°C
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 197.06880783
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

97% ^*data from raw suppliers

Dimethyl3-methyl-1H-pyrrole-2,4-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(NC=C1C(=O)OC)C(=O)OC

Technology Process of Dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate

There total 12 articles about Dimethyl 3-methyl-1H-pyrrole-2,4-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: 97.0%

C12H15NO4 → dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate (3780-42-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; Inert atmosphere;

DOI:10.1002/chem.201801768

Reference yield: 84.0%

methyl 4-methyl-1H-pyrrole-3-carboxylate (40318-15-8) + sodium methylate (124-41-4) → dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate (3780-42-5)

Guidance literature:

methyl 4-methyl-1H-pyrrole-3-carboxylate; trifluoroacetyl chloride; With aluminum (III) chloride; In 1,2-dichloro-ethane; at -40 - 20 ℃; for 89h;

sodium methylate; In methanol; for 1h; pH=10;

Reference yield: 49.0%

methyl 2-{[2-acetyl-2-(methoxycarbonyl)ethenyl]amino}-3-(dimethylamino)prop-2-enoate → dimethyl 3-methyl-1H-pyrrole-2,4-dicarboxylate (3780-42-5)

Guidance literature:

With trifluoroacetic anhydride; for 0.166667h; Ambient temperature;

DOI:10.1055/s-1999-3408

upstream raw materials:

3-methyl-1H-pyrrole-2,4-dicarboxylic acid

methanol

methyl 4-methyl-1H-pyrrole-3-carboxylate

crotonic acid methyl ester

Downstream raw materials:

dimethyl 1-amino-3-methyl-1H-pyrrole-2,4-dicarboxylate

4-[(3-Hydroxy-4-methylphenyl)amino]-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl ester

4-[(3-Hydroxy-4-methylphenyl)amino]-5-methylpyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid

5-methyl-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazine-6-carboxylic acid methyl ester