Hydrogen Bromide → HCID 136117081, compound

HRID 384390Notes

Reaction equation

HRID 384390 reaction equation
C[O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C:10]1[S:11][C:12]([CH3:18])=[C:13]([C:15]([OH:17])=[O:16])[N:14]=1.[BrH:19]>>[BrH:19].[OH:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[CH:5][C:4]=1[C:10]1[S:11][C:12]([CH3:18])=[C:13]([C:15]([OH:17])=[O:16])[N:14]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 57483840HCID 57483840, compound

Product 1

HCID 136117081HCID 136117081, compoundYield 64%

Conditions

Temperature
80 °C

Procedure

2-(2-Methoxy-3-amino-phenyl)-5-methyl-thiazole-4-carboxylic acid 47b (280 mg, 0.94 mmol) was dissolved in 5 mL of hydrogen bromide. The reaction mixture was stirred overnight at 80° C. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was filtered and the filter cake was washed with ethyl acetate and dried to obtain the title compound 2-(2-hydroxy-3-amino-phenyl)-5-methyl-thiazole-4-carboxylic acid hydrobromide 47c (200 mg, yield 64%) as a yellow solid.

Workup

  1. filtrationThe mixture was filtered
  2. washthe filter cake was washed with ethyl acetate
  3. customdried

Sources & evidence

ORD record
ord-a9f5085a6caf440b96b70213ded2655e
Source dataset
uspto-grants-2013_02
Patent number
US08367710B2

Reaction notes

Loading…