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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 470107Generated: October 29, 2026

Ammonium formate → 2-Tert-butyl-5-aminobenzonitrile

https://huagongshe.com/reaction/470107

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantHCID 57470259HCID 57470259—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-Tert-butyl-5-aminobenzonitrileHCID 5747026091%

Reaction Steps

To a refluxing solution of 2-tert-butyl-5-nitrobenzonitrile (816 mg, 4.0 mmol) in EtOH (20 mL) was added ammonium formate (816 mg, 12.6 mmol), followed by 10% Pd—C (570 mg). The reaction mixture was refluxed for additional 90 min, cooled to room temperature and filtered through Celite. The filtrate was concentrated to give 2-tert-butyl-5-aminobenzonitrile (E-2) (630 mg, 91%), which was used without further purification. HPLC ret. time 2.66 min, 10-99% CH3CN, 5 min run; ESI-MS 175.2 m/z (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629162B2
Source datasetuspto-grants-2014_01
ORD IDord-3e677425b5b24689b9dcf780e450288d
Source noteuspto-grants-2014_01