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Hydrogen Bromide → 2-Trifluoromethyl-5-methyl-4-bromoacetyl-thiazole

HRID 1587891
Notes
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Reaction equation

HRID 1587891 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[S:4][C:5]([CH3:11])=[C:6]([C:8](=[O:10])[CH3:9])[N:7]=1.[BrH:14].BrBr>C(O)(=O)C>[F:13][C:2]([F:1])([F:12])[C:3]1[S:4][C:5]([CH3:11])=[C:6]([C:8](=[O:10])[CH2:9][Br:14])[N:7]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 199741302-Trifluoromethyl-5-methyl-4-acetyl-thiazole

Product 1

HCID 199742062-Trifluoromethyl-5-methyl-4-bromoacetyl-thiazole

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent3×

Conditions

Temperature
80 °C

Procedure

3 g (0.0144 mol) of 2-Trifluoromethyl-5-methyl-4-acetyl-thiazole are dissolved in 30 ml of glacial acetic acid, and 2.1 ml of a 33% strength solution of hydrogen bromide in glacial acetic acid are added. The mixture is heated to 80° C. and, over the course of 30 minutes, a solution of 2.3 g (0.0144 mol) of bromine in 15 ml of glacial acetic acid is added. After a further 20 minutes, the glacial acetic acid is removed. The residue which remains is a dark oil which is reacted further as the crude product.

Workup

  1. customthe glacial acetic acid is removed
  2. customis reacted further as the crude product

Sources & evidence

ORD record
ord-d869932f2f404d21bb54e49e1255dd2f
Source dataset
uspto-grants-1993_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05219852

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes