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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2264921Generated: October 31, 2026

Methylamine → 5-Chloro-4-methylamino-nicotinonitrile

https://huagongshe.com/reaction/2264921

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant4,5-DichloronicotinonitrileHCID 19775713—
Product5-Chloro-4-methylamino-nicotinonitrileHCID 5959658970%

Reaction Conditions

Temperature60 °C

Reaction Steps

4,5-Dichloronicotinonitrile (500 mg, 2.89 mmol) was suspended in 41% aqueous methylamine solution (5 mL). The resultant mixture was heated, with stirring, up to 60° C. over ca. 30 min. The mixture was cooled to room temperature and extracted with ethyl acetate. The organic layer was washed with water, followed by brine then dried (MgSO4) and evaporated to provide the title compound (340 mg, 70%) as a white solid. 1H NMR (CDCl3) 8.39 (1H, s), 8.29 (1H, s), 5.50 (1H, s, br), 3.43 (3H, d, J=5.5 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07855216B2
Source datasetuspto-grants-2010_12
ORD IDord-d90611d3a6124014bb45ab3784c4e4c1
Source noteuspto-grants-2010_12