4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide

Base Information

Chemical Name:4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide
CAS No.:1360607-89-1
Molecular Formula:C₁₉H₁₈ClF₃N₂O₃S
Molecular Weight:446.878
Hs Code.:

Synonyms:4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide

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Chemical Property of 4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide

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Technology Process of 4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide

There total 12 articles about 4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide 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: 98.2%

: 374-35-6,24435-45-8,114715-77-4,44864-47-3
(R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid

: 1083428-66-3
C₁₅H₁₅ClN₂OS

: 1360607-89-1
4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide

Guidance literature:: C₁₅H₁₅ClN₂OS; With thionyl chloride; triethylamine; In acetonitrile; at 20 - 22 ℃; for 3h;

(R)-3,3,3-trifluoro-2-hydroxy-2-methylpropionic acid; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/op2003419

Reference yield: 80.0%

: 244144-60-3
(S)-3,3,3,-trifluoro-2-hydroxy-2-methylpropanoyl chloride

: 1083428-66-3
C₁₅H₁₅ClN₂OS

: 1360607-89-1
4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide

Guidance literature:: With triethylamine; In dichloromethane;
DOI:10.1021/op800033c

Reference yield:

: 95-51-2
o-chloroaniline

: 1360607-89-1
4-((3-chloro-4-(3,3,3-trifluoro-2-hydroxy-2-methylpropanamido)phenyl)thio)N,N-dimethylbenzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: bromine / methanol; acetonitrile / 0 - 5 °C / Large scale reaction

2.1: sodium sulfide / N,N-dimethyl-formamide / 0.5 h / 60 °C

2.2: 3 h / 60 °C

2.3: 60 °C

3.1: sodium hydroxide / ethanol / 80 °C / Large scale reaction

3.2: Large scale reaction

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / water; acetonitrile / 1.5 h / 20 °C

5.1: thionyl chloride; triethylamine / acetonitrile / 3 h / 20 - 22 °C

5.2: 16 h / 20 °C

With sodium sulfide; thionyl chloride; bromine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; In methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/op2003419