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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 328122Generated: October 26, 2026

Dimethylformamide → 1-(m-nitrophenyl)-3-cyclopropylmethyl-quinazoline-2,4(1H, 3H)-dione

https://huagongshe.com/reaction/328122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBromomethylcyclopropaneHCID 81503—
ReactantSodium ethoxideHCID 2723922—
Reactant1-(m-nitrophenyl)quinazoline-2,4(1H, 3H)-dioneHCID 12812377—
SolventWaterHCID 962—
Product1-(m-nitrophenyl)-3-cyclopropylmethyl-quinazoline-2,4(1H, 3H)-dioneHCID 1327234393%

Reaction Steps

To a solution of 2.8 g of 1-(m-nitrophenyl)quinazoline-2,4(1H, 3H)-dione and 30 ml of dimethylformamide was added 1.4 g of sodium ethoxide, and the whole was stirred for 30 minutes at room temperature. To this was further added 4.1 g of cyclopropylmethyl bromide, and the mixture was reacted for 2 hours at room temperature. Then, the solvent was distilled off from the resulting mixture under reduced pressure to leave a residue, to which was added water to precipitate a crude product. Recrystallization of this product from methanol gave 3.1 g of 1-(m-nitrophenyl)-3-cyclopropylmethyl-quinazoline- 2,4(1H, 3H)-dione as colorless needles, melting, at 163°-164° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04016166
Source datasetuspto-grants-1977_04
ORD IDord-9e39a75442664cf3af4ce58005669c45
Source noteuspto-grants-1977_04