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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1740860Generated: November 2, 2026

Dimethylformamide → HCID 21833472, compound

https://huagongshe.com/reaction/1740860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-Hydroxy-N,N-dipropylacetamideHCID 13823567—
ReactantHCID 21833538HCID 21833538—
SolventChloroformHCID 6212—
ProductHCID 21833472HCID 2183347275%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 2-hydroxy-N,N-dipropylacetamide (1.8 g) and dimethylformamide (20 ml) is added sodium hydride (about 60% oily, 0.5 g) at 0 to 5° C., and the mixture is stirred at 0° C. for one hour. To the reaction mixture is added 4-chloro-2-(4-fluorophenyl)-5,6,7,8-tetrahydroquinazoline (2.0 g) at the same temperature, and the mixture is stirred at room temperature for four hours. To the mixture are added chloroform and ice-water, and the chloroform layer is collected, washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography (eluent; chloroform), and recrystallized from a mixture of diethyl ether and n-hexane to give the desired compound (2.2 g), m.p. 95-96° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05972946
Source datasetuspto-grants-1999_10
ORD IDord-353e52fd375346099c2afea2d33c6ce6
Source noteuspto-grants-1999_10