Ethyl 5-acetylthiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-acetylthiophene-2-carboxylate
• CAS No.: 33148-82-2
• Molecular Formula: C9H10O3S
• Molecular Weight: 198.243
• DSSTox Substance ID: DTXSID40595900
• Wikidata: Q82491009
• Mol file: 33148-82-2.mol

Synonyms:ethyl 5-acetylthiophene-2-carboxylate;33148-82-2;SCHEMBL3253491;DTXSID40595900;PDIKYTHWLCYLEG-UHFFFAOYSA-N;AKOS006228847;DA-06808;CS-0497675;F94895;5-Acetyl-thiophene-2-carboxylic acid ethyl ester

Chemical Property of Ethyl 5-acetylthiophene-2-carboxylate

Chemical Property:

• PSA: 71.61000
• LogP: 2.12740
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 198.03506535
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(S1)C(=O)C

Technology Process of Ethyl 5-acetylthiophene-2-carboxylate

There total 2 articles about Ethyl 5-acetylthiophene-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: 91.0%

5-acetylthiophene-2-carboxylic acid (4066-41-5) + ethanol (64-17-5) → 5-acetyl-thiophene-2-carboxylic acid ethyl ester (33148-82-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 3h; Reflux; Dean-Stark;

DOI:10.1016/j.bmcl.2014.07.085

Reference yield:

→ 5-acetyl-thiophene-2-carboxylic acid ethyl ester (33148-82-2)

Guidance literature:

Thiophen-carbonsaeure-(2)-ethylester, Essigsaeureanhydrid (ZnCl2, 3h, 100grad);

Reference yield: 72.0%

5-acetyl-thiophene-2-carboxylic acid ethyl ester (33148-82-2) + 3-(trifluoromethyl)-benzamidine hydrochloride (62980-03-4) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → ethyl-5-(2-(3-trifluoromethylphenyl)-pyrimidin-4-yl)-thiophene-2-carboxylate (1158984-55-4)

Guidance literature:

5-acetyl-thiophene-2-carboxylic acid ethyl ester; N,N-dimethyl-formamide dimethyl acetal; at 100 ℃; for 1h;

3-(trifluoromethyl)-benzamidine hydrochloride; With sodium ethanolate; In ethanol; at 80 ℃; for 16h;

upstream raw materials:

5-acetylthiophene-2-carboxylic acid

ethanol

Downstream raw materials:

C₉H₉BrO₃S

ethyl-5-(2-(3-trifluoromethylphenyl)-pyrimidin-4-yl)-thiophene-2-carboxylate

5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-thiophene-2-carboxylic acid phenylamide

[4-(4-fluoro-phenyl)-piperazin-1-yl]-[5-(1-methyl-5-trifluoromethyl-1H-pyrazol-3-yl)-thiophen-2-yl]-methanone