Synthesis of Some New 2-Oxo-N-[(10H-phenothiazin-10-yl)alkyl] Derivatives of Azetidine-1-carboxamides

[摘要]：The synthesis of a new series of 4-aryl-3-chloro-2-oxo-N-[3-(10H-phenothiazin-10-yl)propyl]azetidine-1-carboxamides, 4a4m, is described. Phenothiazine on reaction with Cl(CH2)3Br at room temperature gave 10-(3-chloropropyl)-10H-phenothiazine (1), and the latter reacted with urea to yield 1-[3-(10H-phenothiazin-10-yl)propyl]urea (2). Further reaction of 2 with several substituted aromatic aldehydes led to N-(arylmethylidene)-N'-[3-(phenothiazin-10-yl)propyl]ureas 3a3m, which, on treatment with ClCH2COCl in the presence of Et3N, furnished the desired racemic trans-2-oxoazetidin-1-carboxamide derivatives 4a4m. The structures of all new compounds were confirmed by IR, and 1H- and 13C-NMR spectroscopy, FAB mass spectrometry, and chemical methods.

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