Hydrogen Bromide → 2-Bromo-4-(4-chloro-3-fluorophenyl)-1,3-thiazole

HRID 1436451Notes

Reaction equation

HRID 1436451 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][S:10][C:11]#[N:12])=[CH:4][C:3]=1[F:14].[BrH:15]>>[Br:15][C:11]1[S:10][CH:9]=[C:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([F:14])[CH:4]=2)[N:12]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 866186171-(4-Chloro-3-fluoro-phenyl)-2-thiocyanato-ethanone

Product 1

HCID 689031182-Bromo-4-(4-chloro-3-fluorophenyl)-1,3-thiazoleYield 68%

Procedure

In the same manner as described in step 5 of Example 78, using 1-(4-chloro-3-fluoro-phenyl)-2-thiocyanato-ethanone (2.45 g, 10.7 mmol), prepared in the previous step, and hydrogen bromide (30% in acetic acid, 16 mL), the solid was collected by suction filtration to give 2-bromo-4-(4-chloro-3-fluorophenyl)-1,3-thiazole (2.1 g, 68%). The material was used without further purification, MS (ES) m/z 293[M+H+].

Workup

  1. filtrationthe solid was collected by suction filtration

Sources & evidence

ORD record
ord-7b5dcaa899074c9fa5e490f8bc29c539
Source dataset
uspto-grants-2009_11
Patent number
US07618990B2

Reaction notes

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