Bromine → 5-Bromo-4-(trifluoromethyl)thiazol-2-amine hydrobromide

HRID 1660757Notes

Reaction equation

HRID 1660757 reaction equation
[Br:1]Br.[F:3][C:4]([F:12])([F:11])[C:5]1[N:6]=[C:7]([NH2:10])[S:8][CH:9]=1>C(OCC)C>[BrH:1].[Br:1][C:9]1[S:8][C:7]([NH2:10])=[N:6][C:5]=1[C:4]([F:12])([F:11])[F:3]

Participants

4

Reactant 2

HCID 24408BromineHCID 12014172-Thiazolamine, 4-(trifluoromethyl)-

Product 1

HCID 848198665-Bromo-4-(trifluoromethyl)thiazol-2-amine hydrobromideYield 162.9%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Add bromine (2.0 mL, 6.28 g, 39.3 mmol) dropwise to an ice-bath cooled solution of 4-trifluoromethyl-thiazole-2-ylamine (6.0 g, 35.7 mmol) in diethyl ether (60 mL). Stir for one hour after the addition is complete and then warm to room temperature. Collect the solids by filtration and wash with diethyl ether to obtain the title compound (10.5 g, 90%). ES/MS m/z (79Br/81Br) 247/249 (M+1)+.

Workup

  1. additionafter the addition
  2. customCollect the solids
  3. filtrationby filtration
  4. washwash with diethyl ether

Sources & evidence

ORD record
ord-146c10c20dc945cfbdb74ab377e18acf
Source dataset
uspto-grants-2011_10
Patent number
US08030304B2

Reaction notes

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