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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 373853Generated: October 31, 2026

Citric Acid → HCID 18962909, compound

https://huagongshe.com/reaction/373853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPhenyl isocyanateHCID 7672—
ReactantTriethylamineHCID 8471—
ReactantHCID 19808379HCID 19808379—
SolventDimethylformamideHCID 6228—
ProductHCID 18962909HCID 1896290953.2%

Reaction Steps

3-(8-fluoro-1,4-dihydro-6-morpholinomethyl-1-phenyl-[1]-benzopyrano[4,3-c]pyrazol-3-yl)-3-oxo-propanenitrile (2.8 g) is reacted with phenylisocyanate (0.8 g) in dimethylformamide (20 ml) in the presence of triethylamine (0.7 g) at 25°-30° C. for 30 min. The reaction mixture is diluted with ice water and acidified with citric acid to pH 3. The precipitate is filtered and dissolved in chloroform. The organic solution is washed with 2% citric acid solution and then with water until neutral. Evaporation to dryness in vacuo gives a residue which is crystallized from chloroform/ethanol to yield 1.9 g of 2-cyano-3-(8-fluoro-1,4-dihydro-6-morpholinomethyl-1-phenyl-[1]-benzopyrano[4,3-c]pyrazol-3-yl)-3-oxo-N-phenyl-propanamide, m.p. 249°-253° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05166152
Source datasetuspto-grants-1992_11
ORD IDord-d6b716c864614a898de27526f7e7de69
Source noteuspto-grants-1992_11