Abstract:Die 2,4‐disubstituierten Chlorbenzole (Ia) bis (Id) reagieren mit Dimethylaminopropionitril (II), zum Teil in polaren Lösungsmitteln, zum Teil ohne Lösungsmittel, zu den N,N‐Dimethylanilinen (III).
“…When sulfonyl chloride 2b was treated with dimethylamine in ethanol, a solid product was obtained: 4-chloro-N,N-dimethyl-3-nitrobenzenesulfonamide (2c) 13 along with a small amount of 4-(dimethylamino)-N,N-dimethyl-3-nitrobenzenesulfonamide (5) (Scheme 2). Both products 2c and 5 were separated by chromatography and characterized.…”
A simple and efficient synthesis of the neuroleptic compound Pipothiazine 1 is described, involving the reductive cyclation of (2-nitrophenyl)(phenyl)sulfanes 3 for the formation of the phenothiazine ring.
“…When sulfonyl chloride 2b was treated with dimethylamine in ethanol, a solid product was obtained: 4-chloro-N,N-dimethyl-3-nitrobenzenesulfonamide (2c) 13 along with a small amount of 4-(dimethylamino)-N,N-dimethyl-3-nitrobenzenesulfonamide (5) (Scheme 2). Both products 2c and 5 were separated by chromatography and characterized.…”
A simple and efficient synthesis of the neuroleptic compound Pipothiazine 1 is described, involving the reductive cyclation of (2-nitrophenyl)(phenyl)sulfanes 3 for the formation of the phenothiazine ring.
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