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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 231175Generated: October 26, 2026

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

https://huagongshe.com/reaction/231175

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 numberUS04845106
Source datasetuspto-grants-1989_07
ORD IDord-77a45a7be4434a7b858cb16dcff6b94f
Source noteuspto-grants-1989_07