Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Heptanoyl chloride | HCID 17313 | — |
| Reactant | HCID 21534830 | HCID 21534830 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 54070291 | HCID 54070291 | 103.4% |
Reaction Steps
Working in the absence of moisture, a mixture of 2-methoxy-6-dimethylsulphamoyl-10-[3-(4-hydroxyethylpiperidino)propyl]phenothiazine (11.4 g.) and heptanoyl chloride (3.8 g.) in toluene (150 cc.) is heated under reflux, with stirring, for 6 hours. After cooling, ethyl acetate (75 cc.) is added and the mixture is then rendered alkaline, without exceeding a temperature of 5°C., by adding a solution of anhydrous sodium carbonate (2.3 g.) in distilled water (75 cc.). After decanting, the aqueous layer is extracted with ethyl acetate (100 cc.). The organic extracts are combined and then washed three times with distilled water (total 240 cc.). The organic extract is dried over sodium sulphate and the solvent evaporated. 2-Methoxy-6-dimethylsulphamoyl-10-[3-(4-heptanoyloxyethylpiperidino)propyl]phenothiazine (14.4 g.), in the crude state, is thus obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03961055 |
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| Source dataset | uspto-grants-1976_06 |
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| ORD ID | ord-925b55c362064a19ae5820f486575da4 |
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| Source note | uspto-grants-1976_06 |
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