Abu-Bakr A. El-Adasy
Sep 13, 2007
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Journal
Phosphorus, Sulfur, and Silicon and the Related Elements
Abstract
The reactivity of Isothiocyanatoazobenzene 2 towards some nucleophiles was investigated. Thus, reaction of isothiocyanate 2 with aromatic amines gave thioureas 3a–d . The reaction of compound 3a with arylidenemalononitriles 4a,b afforded the corresponding 1,3-pyrimidines 7a , b . Thiosemicarbazide 8 and ethyl thiocarbamate 9 were synthesized by interaction of isothiocyanate 2 with hydrazine hydrate and ethanol, respectively. Cyclocondensation of isothiocyanate 2 with 2-aminophenol and anthranilic acid produced the novel benzoxazole 11 and quinazolinone 13 derivatives , respectively. Finally, treatment of isothiocyanatoazobenzene 2 with compounds 14 and 17 afforded the novel thioureas 15 and 18 derivatives, respectively. The structures of the synthesized compounds were established from their analytical and spectral data.