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

HRID 2263251

Reaction equation

HRID 2263251 reaction equation
[BrH:1].C(O)(=O)C.[F:6][C:7]1[CH:12]=[C:11]([F:13])[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][C:11]([F:13])=[CH:12][C:7]=2[F:6])[N:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 450368272,4-Difluorophenacyl thiocyanate

Product 1

HCID 534409702-Bromo-4-(2,4-difluorophenyl)-1,3-thiazoleYield 73.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

A 25% hydrogen bromide/acetic acid (25 ml) solution was added to a solution of 2-(2,4-difluorophenyl)-2-oxoethyl thiocyanate (3.39 g, 15.9 mmol) in acetic acid (25 ml), and the mixture was stirred at 130° C. for 2 hours and stirred 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 3.23 g (73.6%) of the desired product as a solid.

Workup

  1. stirringstirred at room temperature for 1 hour
  2. filtrationwere collected by filtration
  3. washwashed with water

Sources & evidence

ORD record
ord-f544e0d9826a4c9e823ab4ed68037d1f
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Linked notes

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