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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1066951Generated: October 31, 2026

Water → HCID 15410541, compound

https://huagongshe.com/reaction/1066951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantThionyl ChlorideHCID 24386—
Reactant5-AminophthalideHCID 720669—
ReactantHCID 15410540HCID 15410540—
SolventDimethylacetamideHCID 31374—
ProductHCID 15410541HCID 1541054138.7%

Reaction Conditions

Temperature-15 °C

Reaction Steps

500 mg of 2-hydroxy-4-phenyl-2-trifluoromethyl-valeric acid (Eur. Appl. 0 253 500 (Imperial Chemical Industries)) in 10 ml of dimethylacetamide is mixed at −15° C. with 0.14 ml of thionyl chloride. After 3 hours of stirring at −15° C., 600 mg of 5-aminophthalide (test) is added. The solution is stirred for 2 hours at −15° C. and then left for 18 hours at room temperature, then mixed with water and extracted with ethyl acetate. The ethyl acetate phase is dried (Na2SO4) and concentrated by evaporation. The residue is stirred with diethyl ether and suctioned off. 290 mg of 5-(2-hydroxy-4-phenyl-2-trifluoromethyl-valeroylamino)-phthalide, melting point 166-168° C., is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06245804B1
Source datasetuspto-grants-2001_06
ORD IDord-2be0728612f541fd8ef57ff3530c2d5c
Source noteuspto-grants-2001_06