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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766184Generated: November 3, 2026

Dichloromethane → 3-(1-Benzylpiperidin-4-yl)-3,4-dihydroquinazolin-2-amine

https://huagongshe.com/reaction/1766184

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCyanogen BromideHCID 10476—
ReactantSodium HydroxideHCID 14798—
ReactantN-((2-aminophenyl)methyl)-1-benzylpiperidin-4-amineHCID 13051020—
SolventEthanolHCID 702—
Product3-(1-Benzylpiperidin-4-yl)-3,4-dihydroquinazolin-2-amineHCID 21109906—

Reaction Steps

A solution of 10.0 g (33.85 mmol) of N-[(2-aminophenyl)methyl]-1-(phenylmethyl)-4-piperidineamine in 150 ml of anhydrous ethanol was combined with 4.0 g (37.76 mmol) of bromocyanogen added batchwise. The mixture was left to stand overnight at ambient temperature, the ethanol was eliminated in vacuo and the residue was distributed between dichloromethane and 1N sodium hydroxide solution. After working up in the conventional way, 9.3 g (86% of theoretical) of colourless crystals were obtained, Rf 0.4 (El D), which were further processed without any additional purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230001B1
Source datasetuspto-grants-2007_06
ORD IDord-2af62797e3954dcba058a9416d5e04e2
Source noteuspto-grants-2007_06