The origin of a common compound about C7H5BrN2

The synthetic route of 5-Amino-3-bromobenzonitrile has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 49674-16-0, name is 5-Amino-3-bromobenzonitrile, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Quality Control of 5-Amino-3-bromobenzonitrile

To a stirring of 965 mg (4.90 mmol) of 3-amino-5-bromobenzonitrile in 15 mL of CH2Cl2 was added 1.27 g (5.09 mmol) of N-(benzyloxycarbonyloxy)succinimide (followed by 5 mL of CH2Cl2), and 1.5 mL (10.8 mmol) of Et3N. After 27 h, the solution was concentrated and 10 mL of 10% citric acid and EtOAc were added. The layers were separated, and the organic layer was washed with 10 rnL of 10% citric acid, 20 rnL of H2O, and 10 rnL of brine, dried over Na2SO4, filtered, and concentrated. Purification by flash silica gel chromatography (25% EtOAc/hexanes) provided 773 mg of Cbz protected product(benzyl 3-bromo-5-cyanophenylcarbamate) with some impurity.

The synthetic route of 5-Amino-3-bromobenzonitrile has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COMENTIS, INC.; PURDUE RESEARCH FOUNDATION; WO2009/42694; (2009); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts