Methylamine → 4-Bromo-N-methyl-2-thiazolecarboxamide

HRID 1783964Notes

Reaction equation

HRID 1783964 reaction equation
C([O:3][C:4]([C:6]1[S:7][CH:8]=[C:9]([Br:11])[N:10]=1)=O)C.[CH3:12][NH2:13]>CO>[CH3:12][NH:13][C:4]([C:6]1[S:7][CH:8]=[C:9]([Br:11])[N:10]=1)=[O:3]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 49757955Ethyl 4-bromothiazole-2-carboxylate

Product 1

HCID 575900864-Bromo-N-methyl-2-thiazolecarboxamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

4-Bromothiazole-2-carboxylic acid ethyl ester (500 mg, 2.13 mmol) is dissolved in methanol (1 mL) and methyl amine in methanol (10 mL) is added. The mixture is stirred overnight at room temperature. Evaporation of the solvent under reduced pressure affords the title compound as yellow solid. LCMS: Rt 0.92 min (100%) m/z (ESI) 219/221 (M+H)+.

Workup

  1. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-d3bbd687e934429f83c1107e159f79da
Source dataset
uspto-grants-2009_03
Patent number
US07501411B2

Reaction notes

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