Methyl 3-ethoxythiophene-2-carboxylate

Base Information

• Chemical Name: Methyl 3-ethoxythiophene-2-carboxylate
• CAS No.: 139926-22-0
• Molecular Formula: C₈H₁₀O₃S
• Molecular Weight: 186.232
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30380605
• Nikkaji Number: J446.166E
• Wikidata: Q82170914
• ChEMBL ID: CHEMBL1584957
• Mol file: 139926-22-0.mol

Synonyms:methyl 3-ethoxythiophene-2-carboxylate;139926-22-0;2-Thiophenecarboxylic acid, 3-ethoxy-, methyl ester;2,3-Ethoxy-thiophene-2-carboxylic acid methyl ester;Maybridge1_003754;MLS000851512;SCHEMBL4331526;CHEMBL1584957;HMS552C14;DTXSID30380605;JAGLXKOXARHKBR-UHFFFAOYSA-N;HMS2799O24;Methyl-3-ethoxythiophene carboxylate;methyl3-ethoxythiophene-2-carboxylate;MFCD00102116;AKOS006229579;AS-9849;SB66900;SMR000457955;CS-0198928;FT-0628555;E76646;2-Thiophenecarboxylicacid,3-ethoxy-,methyl ester;3-Ethoxythiophene-2-carboxylic acid methyl ester;3-Ethoxy-thiophene-2-carboxylic acid methyl ester;A807600

Chemical Property of Methyl 3-ethoxythiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.00655mmHg at 25°C
• Melting Point: 72-74°C
• Boiling Point: 271.2°Cat760mmHg
• Flash Point: 117.8°C
• PSA: 63.77000
• Density: 1.183g/cm³
• LogP: 1.93340
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 186.03506535
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-Ethoxythiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(SC=C1)C(=O)OC
• Uses: Methyl 3-ethoxythiophene-2-carboxylate is a useful chemical for the preparation sulfonamides via C-H/N-H coupling of arenes and sulfonimides.

Technology Process of Methyl 3-ethoxythiophene-2-carboxylate

There total 1 articles about Methyl 3-ethoxythiophene-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: 89.0%

diethyl sulfate (64-67-5) + methyl 3-hydroxy-2-thiophenecarboxylate (5118-06-9) → methyl 3-ethoxythiophene-2-carboxylate (139926-22-0)

Guidance literature:

With potassium carbonate; In acetone; 1) 10 min, 2) 5 h, reflux;

DOI:10.1002/ardp.19923250206

Reference yield: 95.0%

methyl 3-ethoxythiophene-2-carboxylate (139926-22-0) → 3-Ethoxy-thiophene-2-carboxylic acid (139926-23-1)

Guidance literature:

With sodium hydroxide; Heating;

DOI:10.1002/ardp.19923250206

Reference yield:

methyl 3-ethoxythiophene-2-carboxylate (139926-22-0) → 3-Ethoxy-thiophene-2-carboxylic acid amide (139926-21-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 1M NaOH / Heating

2: SOCl₂ / dimethylformamide; benzene / 0.25 h / Heating

3: 75 percent / NH₃(liq.) / diethyl ether / 2 h / -40 °C

With sodium hydroxide; thionyl chloride; ammonia; In diethyl ether; N,N-dimethyl-formamide; benzene;

DOI:10.1002/ardp.19923250206

upstream raw materials:

diethyl sulfate

methyl 3-hydroxy-2-thiophenecarboxylate

Downstream raw materials:

3-Ethoxy-thiophene-2-carboxylic acid

3-ethoxythiophene-2-carbonyl chloride

3-Ethoxy-thiophene-2-carboxylic acid amide

Refernces