Methyl 3-formamidothiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-formamidothiophene-2-carboxylate
• CAS No.: 16285-69-1
• Molecular Formula: C₇H₇NO₃S
• Molecular Weight: 185.203
• European Community (EC) Number: 605-306-3
• DSSTox Substance ID: DTXSID401251179
• ChEMBL ID: CHEMBL2113963
• Mol file: 16285-69-1.mol

Synonyms:methyl 3-formamidothiophene-2-carboxylate;16285-69-1;methyl 3-formylaminothiophene-2-carboxylate;OSM-S-69;methyl 3-(formylamino)thiophene-2-carboxylate;3-formylamino-thiophene-2-carboxylic acid methyl ester;SCHEMBL2799189;3-(formylamino)-2-thiophenecarboxylic acid methyl ester;CHEMBL2113963;LBYBTIGBOUMNTH-UHFFFAOYSA-N;DTXSID401251179;AMY42542;AKOS009157617;methyl3-formamidothiophene-2-carboxylate;Methyl 3-(formylamino)-2-thiophenecarboxylate;F53648;3-formylaminothiophene-2-carboxylic acid methyl ester

Chemical Property of Methyl 3-formamidothiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.81E-06mmHg at 25°C
• Boiling Point: 395.6±27.0 °C(Predicted)
• PKA: 14.22±0.70(Predicted)
• PSA: 83.64000
• Density: 1.386±0.06 g/cm3(Predicted)
• LogP: 1.81190
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 185.01466426
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

98% ^*data from raw suppliers

Methyl3-formamidothiophene-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CS1)NC=O

Technology Process of Methyl 3-formamidothiophene-2-carboxylate

There total 4 articles about Methyl 3-formamidothiophene-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: 98.0%

formic acid (64-18-6) + Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 3-(formylamino)-2-thiophenecarboxylic acid methyl ester (16285-69-1)

Guidance literature:

With ammonium acetate; for 4h; Reflux;

Reference yield: 87.0%

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) + Glyoxilic acid (298-12-4) → 3-(formylamino)-2-thiophenecarboxylic acid methyl ester (16285-69-1)

Guidance literature:

With copper(II) acetate dihydrate; nickel(II) chloride hexahydrate; sodium perchlorate; caesium carbonate; In dimethyl sulfoxide; at 20 ℃; for 10h; Electrolysis;

DOI:10.1021/acs.orglett.8b00698

Reference yield: 85.0%

Methyl 3-aminothiophene-2-carboxylate (22288-78-4) → 3-(formylamino)-2-thiophenecarboxylic acid methyl ester (16285-69-1)

Guidance literature:

With formic acid; acetic anhydride;

upstream raw materials:

formic acid

Methyl 3-aminothiophene-2-carboxylate

Glyoxilic acid

Downstream raw materials:

3-benzyl-3H-thieno[3,2-d]pyrimidin-4-one

3H-thieno[3,2-d]pyrimidin-4-one

6-bromo-4-chlorothiopheno[3,2-D]pyrimidine

4-chlorothieno[3,2-d]pyrimidine