Water → 2-Bromo-4-(2,3-difluorophenyl)-1,3-thiazole

HRID 2263260Notes

Reaction equation

HRID 2263260 reaction equation
[BrH:1].C(O)(=O)C.[F:6][C:7]1[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:8]=1[C:14](=O)[CH2:15][S:16][C:17]#[N:18].O>C(O)(=O)C>[Br:1][C:17]1[S:16][CH:15]=[C:14]([C:8]2[CH:9]=[CH:10][CH:11]=[C:12]([F:13])[C:7]=2[F:6])[N:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 862452192-(2,3-Difluorophenyl)-2-oxoethyl thiocyanate

Product 1

HCID 687769562-Bromo-4-(2,3-difluorophenyl)-1,3-thiazoleYield 91.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

A 25% hydrogen bromide/acetic acid (40 ml) solution was added to a solution of 2-(2,3-difluorophenyl)-2-oxoethyl thiocyanate (5.67 g, 26.6 mmol) in acetic acid (40 ml), and the mixture was stirred at 130° C. for 2 hours and at room temperature for 1 hour. Water was poured to the reaction mixture, and crystals were collected by filtration and washed with water to give 6.74 g (91.8%) of the desired product as a solid.

Workup

  1. filtrationwere collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-27433e4a7d624cf2acaafd057d77228c
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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