Pyrimido benzothiazepines

Pyrimido[4,5-fc][l,5]benzothiazepines (119) were prepared by reaction of 2-aminothiophenol (5) with 4-chloro-5-acylpyrimidines (118) in almost theoretical yields (Scheme 36) (73CB3524). The UV, IR, and NMR spectra of this ring system are described. 

Chloro-5-formyl-l,3-dimethyluracil reacts, furthermore, with 2-aminothiophenole in the presence of l,5-diazabicyclo-[4,3,0]non-5-ene (DBN) via a Smiles rearrangement to afford pyrimido[4,5-6][l, 4]benzothi-azine, while, without base, a simple condensation-substitution step leads to the formation of pyrimido[4,5- ]-[ 1,5]benzothiazepines (85UP1) (Scheme 104). 

A Pictet-Spengler cyclisation realised the synthesis of pyrimido[4,5-Z)]-l,4-benzodiazepine derivatives (andllie analogous 1,4-benzoxazepines and 1,4-benzothiazepines) <05JOC9629>. 

The preparation of some novel pyrimido[4,5-6][l,4]benzothiazepines has been described employing a Bischler-Napieralski-type cyclisation on pyrimidine amide derivatives... 

Cl8Hi9BrN2S CH O, 11-Phenyl-3,4,6,11-tetrahydro-2H-pyrimido[2,1-c](2,4)benzothiazepine hydrobromide methanolate, 43B, 492 Cl8H20CIF3N2S, Triflupromazine, 40B, 357 C18H20N2S2, Bis(2,3-dimethylbenzothiazoline), 39B, 281 Cl8H20N4S, 4-Ethyl-5-ethylimino-2-phenyl-3-phenylimino-1,2,4-thiadi-azolidine, 46B, 414... 

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