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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 376989Generated: October 29, 2026

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

https://huagongshe.com/reaction/376989

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).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06022967
Source datasetuspto-grants-2000_02
ORD IDord-8b6024714b7741538a8e67b766e9d919
Source noteuspto-grants-2000_02