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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876205Generated: October 30, 2026

N,N'-dimethyl-p-phenylenediamine → 2,N4-Dimethyl-N4-(4-methylamino-phenyl)-quinazoline-4,6-diamine

https://huagongshe.com/reaction/1876205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-dimethyl-p-phenylenediamineHCID 68306—
Reactant4-Chloro-2-methyl-6-nitroquinazolineHCID 24903866—
ReactantN,N'-Dimethyl-N-(2-methyl-6-nitro-quinazolin-4-yl)-benzene-1,4-diamineHCID 68515327—
SolventHydrochloric AcidHCID 313—
SolventIsopropanolHCID 3776—
Product2,N4-Dimethyl-N4-(4-methylamino-phenyl)-quinazoline-4,6-diamineHCID 59242066—

Reaction Steps

N,N′-Dimethyl-N-(2-methyl-6-nitro-quinazolin-4-yl)-benzene-1,4-diamine: To a mixture of 0.15 g (0.67 mmol) of 4-chloro-2-methyl-6-nitro-quinazoline in i-PrOH (10 mL) and concd HCl (0.2 mL) was added 0.1 g (0.73 mmol) of N,N′-dimethyl-benzene-1,4-diamine, and the mixture was stirred at ambient temperature for 18 hours. The precipitate occurred during the reaction was collected and washed with Et2O to give 0.19 mg of the title compound as the HCl salt. LC-MS (ESI+; 324 ([M+H]+)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309562B2
Source datasetuspto-grants-2012_11
ORD IDord-2173f18a3db9412a9ad61a37703160c1
Source noteuspto-grants-2012_11