N-bromobutanimide → Ethyl 5-bromo-4-methylthiazole-2-carboxylate

HRID 12451

Reaction equation

HRID 12451 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[S:7][CH:8]=[C:9]([CH3:11])[N:10]=1)=[O:5])[CH3:2].C1C(=O)N([Br:19])C(=O)C1>C(#N)C>[CH2:1]([O:3][C:4]([C:6]1[S:7][C:8]([Br:19])=[C:9]([CH3:11])[N:10]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 67184N-bromobutanimide2×HCID 567306Ethyl 4-methyl-1,3-thiazole-2-carboxylate

Product 1

HCID 59338079Ethyl 5-bromo-4-methylthiazole-2-carboxylate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 4-methyl-thiazole-2-carboxylic acid ethyl ester (171 mg, 1.0 mmol) in acetonitrile (5 ml) is added NBS (180 mg, 1.0 mmol). The reaction mixture is stirred at rt for 2 hr followed by the addition of a second portion of NBS (180 mg, 1.0 mmol). After stirring at rt for 3 hr, the solvent is removed. The resulting residue is purified by PTLC to give the title compound.

Workup

  1. stirringAfter stirring at rt for 3 hr
  2. customthe solvent is removed
  3. customThe resulting residue is purified by PTLC

Sources & evidence

ORD record
ord-84ab61881c3f4d459047f990649b7d88
Source dataset
uspto-grants-2010_06
Patent number
US07728009B1

Linked notes

Loading…