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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 81968Generated: October 28, 2026

Ammonium Chloride → 8-[(4-amino-2-methoxyphenyl)amino]-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide

https://huagongshe.com/reaction/81968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantN-(2,6-diethylphenyl)-8-[(2-methoxy-4-nitrophenyl)amino]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamideHCID 44556332—
CatalystZincHCID 23994—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product8-[(4-amino-2-methoxyphenyl)amino]-N-(2,6-diethylphenyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamideHCID 67076039—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a suspension of N-(2,6-diethylphenyl)-8-[(2-methoxy-4-nitrophenyl)amino]-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxamide (1.4 g, 2.656 mmol) in 27 ml of dioxane, zinc (695 mg, 10.624 mmol) and ammonium chloride (1.4 g, 26.56 mmol) in 2.7 ml of water were added and heated at 100° C. under stirring for 8 h. The mixture was cooled, the insoluble material filtered off and washed with ethyl acetate, the combined organic solutions are washed with aqueous citric acid solution, dried on Na2SO4 and evaporated in vacuo leaving a pink foam as crude title product that has been used without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846701B2
Source datasetuspto-grants-2014_09
ORD IDord-e7ebc8c27ae24857a92884a9923a535a
Source noteuspto-grants-2014_09