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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749103Generated: October 26, 2026

Hydrochloric Acid → 4-(3-(N-(5-chloropentanoyl)amino)phenyl)-5,6,7,8-tetrahydrophthalazin-1(2H)-one

https://huagongshe.com/reaction/749103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactant5-Chlorovaleryl chlorideHCID 74089—
Reactant4-(3-aminophenyl)-5,6,7,8-tetrahydrophthalazin-1(2H)-oneHCID 23032581—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-(3-(N-(5-chloropentanoyl)amino)phenyl)-5,6,7,8-tetrahydrophthalazin-1(2H)-oneHCID 66966351—

Reaction Steps

5-chloropentanoyl chloride (171 mg) was added dropwise to a mixed solution of the compound prepared in Example 1 (241 mg) and potassium carbonate (89.8 mg) in tetrahydrofuran (3.00 mL) and water (1.00 mL) in ice bath and the mixture was stirred for 30 minutes. Moreover, potassium carbonate (45.0 mg) and 5-chloropentanoyl chloride (85.5 mg) was added the reaction mixture, which was stirred for 30 minutes. 1N hydrochloric acid was added to the reaction mixture, which was adjusted to pH 2. Water was added thereto and the deposited crystal was collected by filtration. It was washed with water and hexane sequentially and dried under reduced pressure to give the compound of the present invention (347 mg) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402580B2
Source datasetuspto-grants-2008_07
ORD IDord-6f715311f9a44c5f9a1ca337bf778988
Source noteuspto-grants-2008_07