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(4-AMINO-3-BROMO-PHENYL)-ACETONITRILE synthesis

2synthesis methods
3544-25-0 Synthesis
4-Aminophenylacetonitrile

3544-25-0
290 suppliers
$10.00/5g

(4-AMINO-3-BROMO-PHENYL)-ACETONITRILE

882855-96-1
30 suppliers
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Yield:882855-96-1 92%

Reaction Conditions:

with N-Bromosuccinimide in acetonitrile at 0 - 20;

Steps:

52.a

Example 52; 5-Cyano- 1 H-imidazole-2-carboxylic acid [2-(4 j4-dimethyl-cyclohex- 1 -enyl)-4-( 1 H-tetrazol-5 - ylmethyl)-phenyl] -amide; a) (4-Amino-3-bromo-phenyl)-acetonitrile; A solution of 4-aminophenylacetonitrile (1.45 g, 10.9 mmol) in acetonitrile (10 mL) at 00C was treated with NBS (1.95 g, 10.9 mmol) in acetonitrile (10 mL) dropwise via an addition funnel. The reaction was allowed to warm to room temperature and then concentrated in vacuo. The crude product was dissolved in EtOAc (50 mL), washed with saturated aqueous NaHCO3 (2 x 50 mL) and dried (Na2SO4). Removal of the solvent in vacuo afforded the title compound (2.12 g, 92%) as a reddish solid. Mass spectrum (ESI, m/z): Calcd. for C8H7BrN2, 210.9 (M+H), found 211.0.

References:

WO2007/123516,2007,A1 Location in patent:Page/Page column 113-114