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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1199655Generated: October 31, 2026

Benzyl Alcohol → 3-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-4-methyl-5-oxo-6-benzyloxy-4,5-dihydro-imidazo (1,5-a)quinazoline

https://huagongshe.com/reaction/1199655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantHCID 14460518HCID 14460518—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product3-(5-Cyclopropyl-1,2,4-oxadiazol-3-yl)-4-methyl-5-oxo-6-benzyloxy-4,5-dihydro-imidazo (1,5-a)quinazolineHCID 1446052753%

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of (3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-4-methyl-5-oxo-6-chloro-4,5-dihydro-imidazo(1,5-a)quinazoline (0.4 g, 1,2 mmol), benzyl alcohol (0.32 g, 3 mmol), and sodium hydride (55% dispension in oil, 0.13 g, 3 mmol) in 20 ml of dry DMF (dimethylformamide) was stirred for 5 h at 110° C., then cooled to room temperature and was thereafter poured into 30 ml of water and 5 ml of ether. The mixture was then stirred for 1 h at 0° C. and the precipitate was filtered off, rinsed with water and dried giving 0.26 g (53%) of 3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-4-methyl-5-oxo-6-benzyloxy-4,5-dihydro-imidazo (1,5-a)quinazoline, M.p. 221°-224° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04902686
Source datasetuspto-grants-1990_02
ORD IDord-b01f13cffb6f474489a060c5c7c839e7
Source noteuspto-grants-1990_02