Hydrogen Bromide → 2-Acetylaminomethyl-5-bromoacetylthiazole

HRID 1491817Notes

Reaction equation

HRID 1491817 reaction equation
[Br:1]Br.[C:3]([C:6]1[S:10][C:9]([CH2:11][NH:12][C:13](=[O:15])[CH3:14])=[N:8][CH:7]=1)(=[O:5])[CH3:4].Br>C(O)(=O)C>[C:13]([NH:12][CH2:11][C:9]1[S:10][C:6]([C:3](=[O:5])[CH2:4][Br:1])=[CH:7][N:8]=1)(=[O:15])[CH3:14]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 24408BromineHCID 102418405-Acetyl-2-acetylaminomethylthiazole

Product 1

HCID 189538062-Acetylaminomethyl-5-bromoacetylthiazoleYield 107.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent3×

Procedure

A solution of bromine (1.61 g) in acetic acid (4 ml) was added dropwise to a mixture of 5-acetyl-2-acetylaminomethylthiazole (2.00 g), 30 (W/W) % hydrobromic acid solution in acetic acid (5 ml) and acetic acid (40 ml) at ambient temperature. After stirring for 24 hours at ambient temperature, the resulting precipitate was collected by filtration and washed with acetic acid to give 2-(acetylaminomethyl)-5-bromoacetylthiazole (3.00 g).

Workup

  1. filtrationthe resulting precipitate was collected by filtration
  2. washwashed with acetic acid

Sources & evidence

ORD record
ord-28734a8f8874471d8256c0080269398e
Source dataset
uspto-grants-1994_12
Patent number
US05371097

Reaction notes

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