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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1774108Generated: November 2, 2026

Ammonia → 6-Chloroquinazoline-2,4(1H,3H)-diimine

https://huagongshe.com/reaction/1774108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantDimethyl SulfoneHCID 6213—
ReactantSulfolaneHCID 31347—
Reactant2-Amino-5-chlorobenzonitrileHCID 80019—
ReactantChloroformamidinium chlorideHCID 3084509—
SolventWaterHCID 962—
Product6-Chloroquinazoline-2,4(1H,3H)-diimineHCID 25621999%

Reaction Conditions

Temperature165 °C

Reaction Steps

A mixture of 2-amino-5-chlorobenzonitrile (1.07 g, 7.0 mmol), chloroformamidine hydrochloride (1.6 g, 14 mmol), sulfolane (0.5 ml) and dimethylsulfone (3 g) was heated at 165° C. for 30 minutes. Then, water (30 ml) was added to the reaction mixture. The pH was adjusted to 7-8 by the addition of a 33% aqueous ammonia solution in water. The precipitate was collected by filtration, washed with water and dried over P2O5, yielding the title compound as a yellowish solid (1.35 g, yield: 99%) which was characterized by its mass spectrum as follows: MS (m/z): 195 ([M+H]+, 100).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09259426B2
Source datasetuspto-grants-2016_02
ORD IDord-cd4413979ef041a2bb999946ad8b9adb
Source noteuspto-grants-2016_02