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

HRID 2263319Notes

Reaction equation

HRID 2263319 reaction equation
[BrH:1].C(O)(=O)C.[Cl:6][C:7]1[C:12]([Cl: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]([Cl:13])[C:7]=2[Cl:6])[N:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 862450582-(2,3-Dichlorophenyl)-2-oxoethyl thiocyanate

Product 1

HCID 534409712-Bromo-4-(2,3-dichlorophenyl)-1,3-thiazoleYield 94.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

A 25% hydrogen bromide/acetic acid (30 ml) solution was added to a solution of 2-(2,3-dichlorophenyl)-2-oxoethyl thiocyanate (3.10 g, 12.6 mmol) in acetic acid (30 ml), and the mixture was stirred at 130° C. for 2 hours. Water (60 ml) was poured to the reaction mixture, and crystals were collected by filtration and washed with water to give 3.68 g (94.6%) of the desired product as a solid.

Workup

  1. filtrationwere collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-44f17f47f3a84a26bb838905abf9e97c
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

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