Water → 3-(2-Bromo-1,3-thiazol-4-yl)benzonitrile

HRID 2263278Notes

Reaction equation

HRID 2263278 reaction equation
[BrH:1].C(O)(=O)C.[C:6]([C:8]1[CH:9]=[C:10]([C:14](=O)[CH2:15][S:16][C:17]#[N:18])[CH:11]=[CH:12][CH:13]=1)#[N:7].O>C(O)(=O)C>[Br:1][C:17]1[S:16][CH:15]=[C:14]([C:10]2[CH:9]=[C:8]([CH:13]=[CH:12][CH:11]=2)[C:6]#[N:7])[N:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21893785Acetic Acid Mixture with Hydrobromic AcidHCID 832907242-(3-Cyanophenyl)-2-oxoethyl thiocyanate

Product 1

HCID 687778083-(2-Bromo-1,3-thiazol-4-yl)benzonitrileYield 75.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

A 25% hydrogen bromide/acetic acid (10 ml) solution was added to a solution of 2-(3-cyanophenyl)-2-oxoethyl thiocyanate (1.0 g, 4.94 mmol) in acetic acid (10 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 990 mg (75.6%) of the desired product as a solid.

Workup

  1. filtrationwere collected by filtration
  2. washwashed with water

Sources & evidence

ORD record
ord-578c4f1838ee4b16b1a1cedf610b6dcd
Source dataset
uspto-grants-2010_12
Patent number
US07851473B2

Reaction notes

Loading…