3-Thiopheneacetyl chloride

Base Information

• Chemical Name: 3-Thiopheneacetyl chloride
• CAS No.: 13781-65-2
• Molecular Formula: C6H5ClOS
• Molecular Weight: 160.624
• Hs Code.: 2934999090
• European Community (EC) Number: 673-207-2
• DSSTox Substance ID: DTXSID20375267
• Nikkaji Number: J2.184.943J
• Wikidata: Q82163795
• Mol file: 13781-65-2.mol

Synonyms:13781-65-2;3-Thiopheneacetyl chloride;Thiophen-3-yl-acetyl chloride;2-(thiophen-3-yl)acetyl chloride;2-thiophen-3-ylacetyl chloride;thiophen-3-ylacetyl chloride;3-thiophene acetyl chloride;SCHEMBL1786272;(3-Thienyl)acetic acid chloride;DTXSID20375267;KEYWOCXIPDAGCS-UHFFFAOYSA-N;AKOS009218034;2-(THIOPHEN-3-YL)ACETYLCHLORIDE;thiophen-3-yl-acetyl chloride, AldrichCPR;EN300-42124;J-007061

Chemical Property of 3-Thiopheneacetyl chloride

Chemical Property:

• PSA: 45.31000
• LogP: 2.05600
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 159.9749636
• Heavy Atom Count: 9
• Complexity: 116

Purity/Quality:

98%min ^*data from raw suppliers

Thiophen-3-yl-acetylchloride ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC=C1CC(=O)Cl

Technology Process of 3-Thiopheneacetyl chloride

There total 4 articles about 3-Thiopheneacetyl chloride 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: 95.0%

thiophen-3-yl-acetic acid (6964-21-2) → 2-(thiophen-3-yl)acetyl chloride (13781-65-2)

Guidance literature:

With thionyl chloride; at 60 ℃; for 2h;

Reference yield:

3-thiophene carboxylic acid chloride (41507-35-1) → 2-(thiophen-3-yl)acetyl chloride (13781-65-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 0 °C

2: aq. Ag₂O / dioxane

3: (COCl)2; DMF / CH₂Cl₂

With oxalyl dichloride; N,N-dimethyl-formamide; silver(l) oxide; In 1,4-dioxane; diethyl ether; dichloromethane; 1: Substitution / 2: Rearrangement / 3: Chlorination;

DOI:10.1016/S0960-894X(00)00318-8

Reference yield:

3-Thiophene carboxylic acid (88-13-1) → 2-(thiophen-3-yl)acetyl chloride (13781-65-2)

Guidance literature:

Multi-step reaction with 4 steps

1: (COCl)2; DMF / CH₂Cl₂

2: diethyl ether / 0 °C

3: aq. Ag₂O / dioxane

4: (COCl)2; DMF / CH₂Cl₂

With oxalyl dichloride; N,N-dimethyl-formamide; silver(l) oxide; In 1,4-dioxane; diethyl ether; dichloromethane; 1: Chlorination / 2: Substitution / 3: Rearrangement / 4: Chlorination;

DOI:10.1016/S0960-894X(00)00318-8

upstream raw materials:

thiophen-3-yl-acetic acid

3-thiophene carboxylic acid chloride

3-Thiophene carboxylic acid

1-diazo-2-(thiophen-3-yl)ethanone

Downstream raw materials:

benzhydryl 7β-[2-(3-thienyl)acetamido]-3-(1,3,4-thiadiazol-2-yl)thio-3-cephem-4-carboxylate

N-methoxy-N-methyl-2-(thiophen-3-yl)acetamide

tert-butyl (S)-N-{2-hydroxy-3-[4-(methoxymethoxy)phenoxy]propyl}-N-[2-(4-{[2-(3-thenyl)acetyl]amino}phenyl)ethyl]carbamate

3-(3-thienylmethyl)-5-(3-trifluoromethoxyphenyl)-1H-pyrazolo[4,3-c][1,8]naphthyridin-4(5H)-one

Refernces

• 1、 Roberts-Bleming, Susan J.,Davies, Gemma L.,Kalaji, Maher,Murphy, Patrick J.,Celli, Angela Maria,Donati, Donato,Ponticelli, Fabio. "Synthesis and photoreactivity of 4,5-dithienyl[1,3]dithiol-2-ones". . p. 7115 - 7118. Retrieved 2003.
• 2、 -. "CEPHALOSPORIN CIPROFLOXACIN HYBRID COMPOUNDS". Page/Page column 35; 39. . Retrieved 2020/06/05.
• 3、 Evans, Lindsay E.,Krishna, Aishwarya,Ma, Yajing,Webb, Thomas E.,Marshall, Dominic C.,Tooke, Catherine L.,Spencer, James,Clarke, Thomas B.,Armstrong, Alan,Edwards, Andrew M.. "Exploitation of Antibiotic Resistance as a Novel Drug Target: Development of a β-Lactamase-Activated Antibacterial Prodrug". . p. 4411 - 4425. Retrieved 2019/05/17.