5-Acetyl-2-amino-4-methylthiazole → HCID 20145033, compound

HRID 648570Notes

Reaction equation

HRID 648570 reaction equation
[NH2:1][C:2]1[S:3][C:4]([C:8](=[O:10])[CH3:9])=[C:5]([CH3:7])[N:6]=1.[BrH:11].[NH+]1C=CC=CC=1>Br.C(O)(=O)C>[BrH:11].[NH2:1][C:2]1[S:3][C:4]([C:8](=[O:10])[CH2:9][Br:11])=[C:5]([CH3:7])[N:6]=1

Participants

5

Reactant 2

HCID 7208825-Acetyl-2-amino-4-methylthiazoleHCID 21226041Pyridinium hydrobromide

Product 1

HCID 20145033HCID 20145033, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 260Hydrogen BromideSolvent

Procedure

To a suspension of 2-amino-4-methyl-5-acetylthiazole (15.6 g) in 30% of hydrogen bromide in acetic acid (120 ml) was added pyridinium hydrobromide perbromide (36 g) at ambient temperature and the mixture was stirred at the same temperature for 5 hours. The precipitate was collected by filtration, washed with diisopropyl ether, and dried over calcium chloride to give 2-amino-4-methyl-5-(2-bromoacetyl)thiazole hydrobromide (26.8 g).

Workup

  1. filtrationThe precipitate was collected by filtration
  2. washwashed with diisopropyl ether
  3. dry with materialdried over calcium chloride

Sources & evidence

ORD record
ord-164acf50a3584ea98dae9908e2abc658
Source dataset
uspto-grants-1988_04
Patent number
US04735957

Reaction notes

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