Methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate
• CAS No.: 674773-13-8
• Molecular Formula: C₁₆H₁₈N₂O₈S
• Molecular Weight: 398.394
• European Community (EC) Number: 451-540-2,614-071-6
• DSSTox Substance ID: DTXSID401036393
• Mol file: 674773-13-8.mol

Synonyms:674773-13-8;methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate;SCHEMBL516264;DTXSID401036393;NS00004915;Methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-2-(methoxycarbonyl)-3-thiopheneacetate;methyl 5-[N,N-bis(methoxycarbonylmethyl)amino]-4-cyano-2- methoxycarbonyl-3-thiophene-ethanoate

Chemical Property of Methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 541.8±50.0 °C(Predicted)
• PKA: -4.24±0.50(Predicted)
• Density: 1.38±0.1 g/cm3(Predicted)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 12
• Exact Mass: 398.07838671
• Heavy Atom Count: 27
• Complexity: 613

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CC1=C(SC(=C1C#N)N(CC(=O)OC)CC(=O)OC)C(=O)OC

Technology Process of Methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate

There total 4 articles about Methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)thiophene-2-carboxylate 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: 85.0%

methanol (67-56-1) + 5-amino-3-(carboxymethyl)-4-cyano-2-thiophenecarboxylic acid (674773-14-9) + bromoacetic acid methyl ester (96-32-2) → methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)-2-thiophenecarboxylate (674773-13-8)

Guidance literature:

5-amino-3-(carboxymethyl)-4-cyano-2-thiophenecarboxylic acid; bromoacetic acid methyl ester; With potassium carbonate; adogen 464; In acetone; at 60 ℃; for 5h; Heating / reflux; Industrial scale;

methanol;

Reference yield:

methyl 5-amino-4-cyano-3-(2-methoxy-2-oxoethyl)-2-thiophene-carboxylate (674773-12-7) + bromoacetic acid methyl ester (96-32-2) → methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)-2-thiophenecarboxylate (674773-13-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 - 82 ℃; for 4h;

Reference yield:

3-oxopentanedioic acid dimethyl ester (1830-54-2) → methyl 5-[bis(2-methoxy-2-oxoethyl)amino]-4-cyano-3-(2-methoxy-2-oxoethyl)-2-thiophenecarboxylate (674773-13-8)

Guidance literature:

Multi-step reaction with 3 steps

1: methanol / 10 - 70 °C

2: sulfur / methanol / 2 h / 65 - 70 °C

3: potassium carbonate / acetonitrile / 4 h / 80 - 82 °C

With potassium carbonate; sulfur; In methanol; acetonitrile;

upstream raw materials:

methanol

5-amino-3-(carboxymethyl)-4-cyano-2-thiophenecarboxylic acid

bromoacetic acid methyl ester

3-oxopentanedioic acid dimethyl ester