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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 850513Generated: November 3, 2026

Dimethylformamide → HCID 19363314, compound

https://huagongshe.com/reaction/850513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCarbon DisulfideHCID 6348—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 19363469HCID 19363469—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 19363314HCID 1936331411%

Reaction Steps

2-Amino-4-methoxy-3-pentyloxy-N-(2-pyridin-4-ylethyl)benzamide (200 mg, 0.560 mmol) obtained in Example 2-61, carbon disulfide (0.6 ml), 1,8-diazabicyclo [5.4.0]-7-undecene (0.0837 ml, 0.56 mmol) and DMF (1.0 ml) were mixed, and this mixture was refluxed under heating for 4 hours. Ethyl acetate (4 ml) and water were added to this reaction mixture. The organic layer was washed with saturated aqueous sodium hydrogencarbonate solution (5 ml) and saturated brine (5 ml), and dried over anhydrous magnesium sulfate. The drying agent was filtered off and the filtrate was concentrated under reduced pressure. The obtained residue was subjected to column chromatography on silica gel (chloroform/methanol=10/1) and recryst alli ztion from ethyl acetate to give 7-methoxy-8-pentyloxy-3-(2-pyridin-4-ylethyl)-2-thioxo-2,3-dihydro-1H-quinazolin-4-one (24 mg, 11%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06017919
Source datasetuspto-grants-2000_01
ORD IDord-5ff8e5217c8245edbf08feca52ac2407
Source noteuspto-grants-2000_01