Ammonia → 2-Bromo-1,3-thiazole-4-carboxamide

HRID 1025554Notes

Reaction equation

HRID 1025554 reaction equation
C[O:2][C:3]([C:5]1[N:6]=[C:7]([Br:10])[S:8][CH:9]=1)=O.[NH3:11]>CO>[Br:10][C:7]1[S:8][CH:9]=[C:5]([C:3]([NH2:11])=[O:2])[N:6]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2763213Methyl 2-bromothiazole-4-carboxylate

Product 1

HCID 457896322-Bromo-1,3-thiazole-4-carboxamideYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Bromothiazole-4-carboxylic acid methyl ester (50 mg) was dissolved in a solution of saturated ammonia in methanol (4 ml). The reaction solution was stirred overnight at room temperature. The solvent was removed under reduced pressure to give 2-bromothiazole-4-carboxylic acid amide (46 mg, yield 100%) as a yellow solid. 1H NMR (300 MHz, CDCl3): δ 8.11 (s, 1H). LC-MS calcd for C4H3BrN2OS (m/e) 205.91, obsd 207 and 209 [M+1]+.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-52f2b7cf8f05479d8a682b9f8f1a50e7
Source dataset
uspto-grants-2014_05
Patent number
US08729078B2

Reaction notes

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