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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511370Generated: October 30, 2026

Dimethylformamide → 2-amino-5-cyano-N-methylbenzamide

https://huagongshe.com/reaction/511370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2-Amino-5-bromo-N-methylbenzamideHCID 50999511—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
Product2-amino-5-cyano-N-methylbenzamideHCID 6725493948%

Reaction Steps

A mixture of 2-Amino-5-bromo-N-methylbenzamide (100.0 mg, 0.4365 mmol), zinc cyanide (51.26 mg, 0.4365 mmol), Pd(PPh3)4 (75.67 mg, 0.06548 mmol) in DMF (1.5 mL) was flushed with nitrogen and irradiated in a microwave reactor at 150° C. for 5 minutes. The reaction mixture was poured into water and extracted by ethyl acetate. The combined organic layers were washed with water and brine, concentrated in vacuo and purified on an ISCO Combiflash unit to isolate the desired product (37.0 mg, 48% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096624B2
Source datasetuspto-grants-2015_08
ORD IDord-e3406c46932248908dae876106ee45b4
Source noteuspto-grants-2015_08