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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1942630Generated: October 25, 2026

Ammonium formate → 5-Amino-2-(2-methylpropyl)benzonitrile

https://huagongshe.com/reaction/1942630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant2-Isobutyl-5-nitrobenzonitrileHCID 22228030—
CatalystZincHCID 23994—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product5-Amino-2-(2-methylpropyl)benzonitrileHCID 22227932273.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-isobutyl-5-nitrobenzonitrile (D56) (7.5 g) in methanol (80 mL) and water (80 mL) was added ammonium formate (51.9 g) and zinc (26.9 g). The reaction mixture was stirred at 80° C. for 4 h. After cooling the reaction, the solid was filtered, the filtrate was concentrated under reduced pressure, the residue was extracted with EtOAc (300 mL*2), the combined organic layers were washed with water (30 mL*2), dried and concentrated to give 5-amino-2-(2-methylpropyl)benzonitrile (D57) (17.5 g) as a colorless solid. MS (ES): C11H14N2 requires 174. found 175.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389508B2
Source datasetuspto-grants-2013_03
ORD IDord-f236859ad9a142ca9223828c6a1e47f7
Source noteuspto-grants-2013_03