Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | 2-(2-Cyano-10-phenothiazinyl)propyl mesylate | HCID 14502139 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 14536548 | HCID 14536548 | — |
Reaction Steps
A solution of (2RS)-2-(2-cyano-10-pheno thiazinyl)propyl methanesulphonate (50 g) and ethylamine (100 cc) in toluene (600 cc) is heated for 24 hours to a temperature in the region of 105° C. After being cooled, the mixture is concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. The residue is taken up with distilled water (250 cc) and the mixture is extracted successively with ethyl acetate (500 cc and 250 cc). The combined organic phases are extracted with N aqueous hydrochloric acid solution (2×500 cc). The aqueous phases are alkalinized with caustic soda solution (d =1.33) to pH 13 and extracted successively with ethyl acetate (500 cc and 250 cc). The combined organic phases are washed with saturated aqueous sodium chloride solution (250 cc), dried over magnesium sulphate, filtered and concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. 10-[(2RS)-1-Ethylamino-2-propyl]-2phenothiazinecarbonitrile (30.4 g) is thereby obtained in the form of an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05049669 |
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| Source dataset | uspto-grants-1991_09 |
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| ORD ID | ord-77d8a985ad9943169967ae541e4dde67 |
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| Source note | uspto-grants-1991_09 |
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