Water → 2-Bromo-4-(3-chlorophenyl)thiazole

HRID 2263272Notes

Reaction equation

HRID 2263272 reaction equation
[BrH:1].C(O)(=O)C.[Cl:6][C:7]1[CH:8]=[C:9]([C:13](=O)[CH2:14][S:15][C:16]#[N:17])[CH:10]=[CH:11][CH:12]=1.O>C(O)(=O)C>[Br:1][C:16]1[S:15][CH:14]=[C:13]([C:9]2[CH:10]=[CH:11][CH:12]=[C:7]([Cl:6])[CH:8]=2)[N:17]=1

Participants

5

Reactant 3

HCID 962WaterHCID 185262252-(3-Chlorophenyl)-2-oxoethyl thiocyanateHCID 21893785Acetic Acid Mixture with Hydrobromic Acid

Product 1

HCID 457899822-Bromo-4-(3-chlorophenyl)thiazoleYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

A 25% hydrogen bromide/acetic acid (45 ml) solution was added to a solution of 2-(3-chlorophenyl)-2-oxoethyl thiocyanate (4.90 g, 23.2 mmol) in acetic acid (45 ml), and the mixture was stirred at 130° C. for 2 hours and at room temperature for 1 hour. Water (50 ml) was poured to the reaction mixture, and crystals were collected by filtration and washed with water to give 6.36 g (100%) of the desired product as a solid.

Workup

  1. filtrationwere collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-7cfd55bed2c6460fb627e49330a51ab7
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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