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Synthesis 1987; 1987(10): 940-942
DOI: 10.1055/s-1987-28132
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Neue Thienothiadiazine und Pyrimidothiadiazine aus N-Cyanimidsäureestern und Sulfoximiden

Walter Ried* , Dietmar Kuhnt
  • *Institut für Organische Chemie der Universität Frankfurt, Laboratorium Niederrad, Theodor-Stern-Kai 7, D-6000 Frankfurt 70, West Germany
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Publication Date:
12 September 2002 (online)

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New Thienothiadiazines and Pyridothiadiazines from N-Cyanoimidates and Sulfoximides Reaction of the N-cyanoimidates 1a-d, 1f-h wilt the sulfoximides 2a-b yields the open chain products 3a-d, 3f-h, 4a-d and 4f-h. 3e and 4e are obtained from 3f and 4f in boiling pyrrolidine. If treated with sodium hydride 3a- e cyclise to the thienothiadiazines 5a- e, 4a-d react under the same conditions in a different way and give the pyrimidothiadiazines 8a -d, 3f and 4f are converted into the thiazoles 10a-b with thioglycolic acid methyl ester.