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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947938Generated: November 2, 2026

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

https://huagongshe.com/reaction/1947938

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 numberUS08399433B2
Source datasetuspto-grants-2013_03
ORD IDord-8dc56b3240234096827a48a267f0faa0
Source noteuspto-grants-2013_03