Hydrogen Bromide → 2-Bromo-1-(4-methylthiazol-5-yl)ethanone hydrobromide

HRID 633714

Reaction equation

HRID 633714 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[C:7](=[O:9])[CH3:8].[BrH:10].BrBr.C(OCC)C>C(O)(=O)C>[BrH:10].[Br:10][CH2:8][C:7]([C:6]1[S:5][CH:4]=[N:3][C:2]=1[CH3:1])=[O:9]

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 3283Diethyl EtherHCID 24408BromineHCID 1622925-Acetyl-4-methylthiazole

Product 1

HCID 1317354732-Bromo-1-(4-methylthiazol-5-yl)ethanone hydrobromideYield 74.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

220 mg (1.56 mmol) of 1-(4-methylthiazol-5-yl)ethanone are dissolved in 10 mL of glacial acetic acid. 769 μl (4.67 mmol) of hydrobromic acid and 88 μl (1.71 mmol) of bromine are added to the medium. The reaction mixture is placed under magnetic stirring at room temperature for 2 hours. Ethyl ether is added to the solution until a precipitate appears. The precipitate corresponding to 2-bromo-1-(4-methylthiazol-5-yl)ethanone hydrobromide is filtered off, washed with ethyl ether and dried. The 350 mg of product obtained have the following characteristics:

Workup

  1. filtrationThe precipitate corresponding to 2-bromo-1-(4-methylthiazol-5-yl)ethanone hydrobromide is filtered off
  2. washwashed with ethyl ether
  3. customdried

Sources & evidence

ORD record
ord-44d8cd39d53b4e44a88f58b454fa5c87
Source dataset
uspto-grants-2016_04
Patent number
US09321790B2

Linked notes

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