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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 379289Generated: October 31, 2026

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

https://huagongshe.com/reaction/379289

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 numberUS06297374B1
Source datasetuspto-grants-2001_10
ORD IDord-97c8dd4e0e8c4e71a29292e40e5a03d8
Source noteuspto-grants-2001_10