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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748335Generated: October 31, 2026

Ammonium formate → 4-chloro-1-N-methylbenzene-1,2-diamine

https://huagongshe.com/reaction/1748335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
Reactant4-chloro-N-methyl-2-nitroanilineHCID 2736836—
CatalystZincHCID 23994—
SolventEthanolHCID 702—
Product4-chloro-1-N-methylbenzene-1,2-diamineHCID 64070199.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 4-chloro-N-methyl-2-nitroaniline (713 mg, 3.8 mmol) in ethanol (10 mL) is added ammonium formate (1.2 g, 19 mmol) followed by zinc dust (745 mg, 11.5 mmol). The reaction is heated to 50° C. for 2 h. The room temperature suspension is filtered through a bed of Celite and the filtrate is rinsed with additional methanol (10 mL). The filtrate is concentrated to afford the title compound (592 mg, 89%) as an oil which was used in the next step without purification

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150577B2
Source datasetuspto-grants-2015_10
ORD IDord-2b3b6781a45d457fa1616e7ac6df4580
Source noteuspto-grants-2015_10