2-Bromothiazole → (2-Nitro-4-thiazol-2-ylethynyl-phenyl)-carbamic acid tert.-butyl ester

HRID 859292

Reaction equation

[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[CH:15])=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:3])[CH3:2].Br[C:21]1[S:22][CH:23]=[CH:24][N:25]=1>>[C:1]([O:5][C:6](=[O:19])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]#[C:15][C:21]2[S:22][CH:23]=[CH:24][N:25]=2)=[CH:10][C:9]=1[N+:16]([O-:18])=[O:17])([CH3:4])([CH3:2])[CH3:3]

Participants

Reactant 2

HCID 764302-Bromothiazole

HCID 23554338tert-Butyl (4-ethynyl-2-nitrophenyl)carbamate

Product 1

HCID 69592841(2-Nitro-4-thiazol-2-ylethynyl-phenyl)-carbamic acid tert.-butyl esterYield 62.3%

Procedure

Prepared from (4-ethynyl-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example F2) (262 mg, 1.00 mmol) and 2-bromothiazole (0.14 mL, 1.50 mmol) according to the general procedure F. Obtained as a yellow solid (215 mg). MS (ISN) 344 [(M−H)−]; mp 137° C.

Sources & evidence

ORD record: ord-209d4a73d4f045cba62bc2f62e80be08
Source dataset: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07151098B2

Linked notes

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