5-Bromo-2-acetylsalicylic acid → Acetoxy-5-bromo-N-{4-[(1,1-dimethyl)ethyl]thiazol-2-yl}benzamide

Reaction equation

[C:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][C:6]=1[C:7]([OH:9])=O)(=[O:3])[CH3:2].[NH2:15][C:16]1[S:17][CH:18]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[N:20]=1>>[C:1]([O:4][C:5]1[CH:13]=[CH:12][C:11]([Br:14])=[CH:10][C:6]=1[C:7]([NH:15][C:16]1[S:17][CH:18]=[C:19]([C:21]([CH3:24])([CH3:23])[CH3:22])[N:20]=1)=[O:9])(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 739225-Bromo-2-acetylsalicylic acid

HCID 27342024-tert-Butyl-1,3-thiazol-2-amine

Product 1

HCID 85823490Acetoxy-5-bromo-N-{4-[(1,1-dimethyl)ethyl]thiazol-2-yl}benzamideYield 59.4%

Procedure

Using 2-acetoxy-5-bromobenzoic acid and 2-amino-4-[(1,1-dimethyl)-ethyl]thiazole as the raw materials, the same operation as the example 24 gave the title compound.

Sources & evidence

ORD record: ord-f631ad856fe3418f9815d2001cea93cb
Source dataset: uspto-grants-2012_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08097759B2

Reaction notes

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