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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1585043Generated: October 25, 2026

5-Amino-2-chloropyridine → 1-(6-Chloro-3-pyridyl)amino-1-dimethylamino-2-nitroethylene

https://huagongshe.com/reaction/1585043

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-2-chloropyridineHCID 79305—
Reactant1-Dimethylamino-1-methylthio-2-nitroethyleneHCID 53896663—
SolventChloroform ethanolHCID 21889567—
Product1-(6-Chloro-3-pyridyl)amino-1-dimethylamino-2-nitroethyleneHCID 59896608—

Reaction Conditions

Temperature115 °C

Reaction Steps

A mixture of 1.5 g (0.0093 mole) of 1-dimethylamino-1-methylthio-2-nitroethylene and 1.1 g of 5-amino-2-chloropyridine was heated at 110-120° C. with stirring for 1 hour. After cooling, the reaction mixture was subjected to silica gel column chromatography using EtOH-CHCl3 (1:40) as the eluent to recover 0.38 g of the title compound as pale brown crystals. The NMR spectrum of this product showed that it was a 1:1 mixture of the title compound and N2 -(6-chloro-3-pyridyl)-N'-dimethyl-2-nitroacetamidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05935981
Source datasetuspto-grants-1999_08
ORD IDord-3d677d4c85db4365a1888b35db22e39a
Source noteuspto-grants-1999_08