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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1655387Generated: November 1, 2026

Water → Sarakalim

https://huagongshe.com/reaction/1655387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
ReactantHCID 19386946HCID 19386946—
SolventDichloromethaneHCID 6344—
SolventPropan-2-one--dichloromethane (1/1)HCID 21584124—
ProductSarakalimHCID 1004701544.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of 6-trifluoromethyl-2,2-dimethyl-3-(hydroxyamino)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran (0.48 g, 1.31 mmol) in dichloromethane (13 ml) was cooled to 0° C. and treated with triethylamine (0.18 ml, 1.31 mmol) and acetyl chloride (0.1 ml, 1.31 mmol), and stirred at 0° C. for 45 minutes. Water was added, and the organic layer separated, washed with water and dried, and evaporated to give a crude product. Chromatography on silica gel eluting with dichloromethane/methanol (95/5) gave an oil which was crystallized from ether to give 0.24 g of 6-trifluoromethyl-2,2-dimethyl-3-(N-hydroxyacetamido)methyl-4-(2-oxo-1,2-dihydropyridin-1-yl)-2H-1-benzopyran, m.p. 188° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05250547
Source datasetuspto-grants-1993_10
ORD IDord-13d241ec1da24160b239a06e373d3ced
Source noteuspto-grants-1993_10