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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211034Generated: October 30, 2026

N-(2-chloro-5-pyridylmethyl)trimethylenediamine → 1-(2-Chloro-5-pyridylmethyl)-2-(nitroimino)tetrahydropyrimidine

https://huagongshe.com/reaction/2211034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(2-chloro-5-pyridylmethyl)trimethylenediamineHCID 10703172—
ReactantNitroguanidineHCID 86287517—
SolventWaterHCID 962—
Product1-(2-Chloro-5-pyridylmethyl)-2-(nitroimino)tetrahydropyrimidineHCID 13634278945.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution composed of N-(2-chloro-5-pyridylmethyl)trimethylenediamine (10 g), nitroguanidine (5.7 g) and water (80 ml) was heated at 80° C. for 3 hours. The reaction mixture was cooled to room temperature, and extracted twice with 50 ml of dichloromethane. Dichloromethane was distilled off from the extracts, and the tarry residue was purified by silica gel column chromatography to give almost colorless 1-(2-chloro-5-pyridylmethyl)-2-(nitroimino)tetrahydropyrimidine (6.1 g). mp. 113°-117° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05461167
Source datasetuspto-grants-1995_10
ORD IDord-c2e68b26343f4feeb58718b03b9fc92e
Source noteuspto-grants-1995_10