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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384909Generated: October 30, 2026

Methyl Isocyanate → 2-(Methylcarbamoyl)amino-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline

https://huagongshe.com/reaction/1384909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl IsocyanateHCID 12228—
Reactant2-Amino-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazolineHCID 21183928—
SolventDimethyl SulfoxideHCID 679—
Product2-(Methylcarbamoyl)amino-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazolineHCID 2118401312.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

4 ml of dimethyl sulfoxide and 260 mg of methyl isocyanate were added to 500 mg of 2-amino-4-(3,4-methylenedioxybenzyl)amino-6-chloroquinazoline. The obtained mixture was stirred at 50° C. for 3 hours and distilled under a reduced pressure to remove excess methyl isocyanate, followed by the addition of chloroform and water. The mixture thus obtained was filtered and the filtrate was extracted with chloroform twice. The organic layers were combined, washed with water twice, dried over magnesium sulfate and distilled under a reduced pressure to remove the solvent. The residue was purified by silica gel column chromatography (benzene/acetone) and recrystallized (from benzene/chloroform/ethanol) to give 72 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06262059B1
Source datasetuspto-grants-2001_07
ORD IDord-250ff957712e4b7c91861ca817690881
Source noteuspto-grants-2001_07