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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590673Generated: November 2, 2026

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

https://huagongshe.com/reaction/1590673

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 numberUS05204360
Source datasetuspto-grants-1993_04
ORD IDord-c8226eb32c8849cb827ff9d83aeb2abc
Source noteuspto-grants-1993_04