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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 890982Generated: October 29, 2026

Sodium hydride → HCID 135493222, compound

https://huagongshe.com/reaction/890982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-MorpholinoethanolHCID 61163—
Reactant7-Fluoroquinazolin-4(3H)-oneHCID 135398496—
SolventDimethylformamideHCID 6228—
ProductHCID 135493222HCID 135493222—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of N-(2-hydroxyethyl)morpholine (2.66 ml), sodium hydride (60% dispersion in mineral oil, 0.88 g) and DMF (25 ml) was warmed to 50° C. for 3 minutes. The resulting solution was allowed to cool for 10 minutes before a solution of 7-fluoro-3,4-dihydroquinazolin-4-one (1.64 g) in DMF (25 ml) was added and the resultant mixture was heated to 125° C. for 18 hours. The solvent was evaporated and the residue was partitioned between methylene chloride and 2N hydrochloric acid solution. The organic phase was dried and evaporated to give 7-(2-morpholinoethoxy)-3,4-dihydroquinazolin-4-one (1.58 g); NMR Spectrum: (CDCl3) 2.6 (t, 4H), 2.87 (t, 2H), 3.73 (t, 4H), 4.25 (t, 2H), 7.12 (m, 2H), 8.07 (s, 1H), 8.19 (d, 1H); Mass Spectrum: M+H+ 276.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07001904B1
Source datasetuspto-grants-2006_02
ORD IDord-c3598e66f9de44309cac1759ab13caaa
Source noteuspto-grants-2006_02