Thionyl Chloride → N-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-2-chlorothiazole-4-carboxamide

HRID 590920Notes

Reaction equation

HRID 590920 reaction equation
[Cl:1][C:2]1[S:3][CH:4]=[C:5]([C:7](Cl)=[O:8])[N:6]=1.ClC1SC=C(C(O)=O)N=1.S(Cl)(Cl)=O.[Br:23][C:24]1[CH:30]=[C:29]([C:31]([F:40])([C:36]([F:39])([F:38])[F:37])[C:32]([F:35])([F:34])[F:33])[CH:28]=[C:27]([C:41]([F:44])([F:43])[F:42])[C:25]=1[NH2:26]>>[Br:23][C:24]1[CH:30]=[C:29]([C:31]([F:40])([C:32]([F:34])([F:35])[F:33])[C:36]([F:37])([F:39])[F:38])[CH:28]=[C:27]([C:41]([F:42])([F:43])[F:44])[C:25]=1[NH:26][C:7]([C:5]1[N:6]=[C:2]([Cl:1])[S:3][CH:4]=1)=[O:8]

Participants

5

Reactant 4

HCID 24386Thionyl ChlorideHCID 218030262-Chloro-1,3-thiazole-4-carboxylic acidHCID 450815362-Chloro-1,3-thiazole-4-carbonyl chlorideHCID 582975582-Bromo-4-(1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl)-6-(trifluoromethyl)benzenamine

Product 1

HCID 86654249N-(2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)phenyl)-2-chlorothiazole-4-carboxamide

Procedure

According to the method of 4-3 of Example 4, a target compound was prepared from 2-chlorothiazole-4-carbonylchloride prepared from 2-chlorothiazole-4-carboxylic acid and thionyl chloride, and 2-bromo-4-(perfluoropropan-2-yl)-6-(trifluoromethyl)aniline obtained in 1-2 of Example 1.

Workup

  1. customobtained in 1-2 of Example 1

Sources & evidence

ORD record
ord-a1ba2c172d1c429d8b0221c1e3b9a963
Source dataset
uspto-grants-2016_01
Patent number
US09237745B2

Reaction notes

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