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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 6~{h}-Benzo[c][1,2]benzothiazine 5,5-Dioxide | HCID 708091 | — |
| Reactant | 1-(3-Chloropropyl)-4-(4-fluorophenyl)piperazine | HCID 10682556 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-[3-(4-(4-Fluorophenyl)-1-piperazinyl)propyl]-6H-dibenzo[c,e]-1,2-thiazine 5,5-dioxide | HCID 19888453 | 72.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05130313 |
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| Source dataset | uspto-grants-1992_07 |
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| ORD ID | ord-f3f52e7000fe4c0b99214e24171af868 |
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| Source note | uspto-grants-1992_07 |
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