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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 654105Generated: October 27, 2026

Water → 6-[3-(4-(4-Fluorophenyl)-1-piperazinyl)propyl]-6H-dibenzo[c,e]-1,2-thiazine 5,5-dioxide

https://huagongshe.com/reaction/654105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant6~{h}-Benzo[c][1,2]benzothiazine 5,5-DioxideHCID 708091—
Reactant1-(3-Chloropropyl)-4-(4-fluorophenyl)piperazineHCID 10682556—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product6-[3-(4-(4-Fluorophenyl)-1-piperazinyl)propyl]-6H-dibenzo[c,e]-1,2-thiazine 5,5-dioxideHCID 1988845372.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 6H-dibenzo[c,e]-1,2-thiazine 5,5-dioxide (2 g) in dry N,N-dimethylformamide (15 cc) is added dropwise to a suspension of sodium hydride (0.27 g, 80% suspension in oil) in N,N-dimethylformamide (5 cc). After 30 minutes' stirring, a solution of 1-(3-chloropropyl)-4-(4-fluorophenyl)piperazine (2.2 g) in N,N-dimethylformamide (15 cc) is added. The reaction mixture is heated to 100° C. for 1 hour and 15 minutes and is then cooled and poured into a mixture of water (200 cc) and ethyl acetate (180 cc). The organic phase is washed with water (3×80 cc) is dried over magnesium sulphate and is concentrated to dryness under reduced pressure (2.7 kPa). The residue is recrystallized from acetonitrile (60 cc); the crystals obtained are filtered off, washed with acetonitrile (5 cc) and dried. 6-[3-(4-(4-Fluorophenyl)-1-piperazinyl)propyl]-6H-dibenzo[c,e]-1,2-thiazine 5,5-dioxide (2.8 g) is obtained, melting at 163° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05130313
Source datasetuspto-grants-1992_07
ORD IDord-f3f52e7000fe4c0b99214e24171af868
Source noteuspto-grants-1992_07