C₁₁H₈ClNO₂S

Base Information

• Chemical Name: C₁₁H₈ClNO₂S
• CAS No.: 1315510-12-3
• Molecular Formula: C₁₁H₈ClNO₂S
• Molecular Weight: 253.709
• Mol file: 1315510-12-3.mol

Synonyms:C₁₁H₈ClNO₂S

Chemical Property of C₁₁H₈ClNO₂S

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of C₁₁H₈ClNO₂S

There total 7 articles about C₁₁H₈ClNO₂S 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%

3-iodochlorobenzene (625-99-0) + C12H25NO4SSi3 → C11H8ClNO2S (1315510-12-3)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; cesium fluoride; In tetrahydrofuran; at 50 ℃; for 4h; Sealed tube;

DOI:10.1002/anie.201916015

Reference yield:

4-thiazolecarboxylate methyl ester (59418-09-6) → C11H8ClNO2S (1315510-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: norborn-2-ene; 2.9-dimethyl-1,10-phenanthroline; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer / tetrahydrofuran / Inert atmosphere; Glovebox

1.2: 24 h / 120 °C / Sealed tube; Inert atmosphere

2.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; cesium fluoride / tetrahydrofuran / 4 h / 50 °C / Sealed tube

With norborn-2-ene; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; (1,5-cyclooctadiene)(methoxy)iridium(I) dimer; 2.9-dimethyl-1,10-phenanthroline; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; cesium fluoride; In tetrahydrofuran; 2.1: |Hiyama Coupling;

DOI:10.1002/anie.201916015

Reference yield:

2-(3-chlorophenyl)-4,5-dihydro-thiazole-4-carboxylic acid methyl ester → C11H8ClNO2S (1315510-12-3)

Guidance literature:

With copper diacetate; In N,N-dimethyl-formamide; at 120 ℃;

DOI:10.1039/c2cc00081d

upstream raw materials:

2-(3-chlorophenyl)-4,5-dihydro-thiazole-4-carboxylic acid

3-chloro-benzonitrile

3-chlorobenzaldehyde oxime

m-Chlorobenzaldehyde

Downstream raw materials:

methyl 2-(m-chlorophenyl)-5-phenylthiazole-4-carboxylate

dimethyl 2,2'-di-(3-chlorophenyl)-bis-5,5'-thiazole-4,4'-dicarboxylate

Refernces

• 1、 Li, Ziyuan,Ma, Ling,Xu, Jinyi,Kong, Lingyi,Wu, Xiaoming,Yao, Hequan. "Pd(ii)-catalyzed direct C5-arylation of azole-4-carboxylates through double C-H bond cleavage". supporting information; scheme or table. p. 3763 - 3765. Retrieved 2012/06/15.