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1538061 
Journal Article 
Title studies on the reaction of N-(3-carbetboxy-4,5,6,7-tetrahydrobenzo[b]thien-2-yl)-N '-phenylthiourea with hydrazine hydrate (part 1) 
Ei-Sherief, HAH; El-Naggar, GM; Hozien, ZA; El-Sawaisi, SM 
2008 
Yes 
Journal of Heterocyclic Chemistry
ISSN: 0022-152X 
45 
2 
467-473 
WOS:000254013600026 
The reaction of N-(3-carbethoxy-4,5,6,7-tetrahydrobenzo[b]
thien-2-yl)-N'-phenylthiourea(1) with hydrazine hydrate in 1-butanol afforded a mixture of
compounds 2, 3 and 4. Treatment of 3 and 4 with nitrous acid gave 6 and 8 respectively, while
reactions of 3 with acetylacetone gave 7. Synthesis of tetracyclic compounds 9a-f and 11 from the
reactions of 3 with ethyl orthoformate or appropriate acids, acid chloride, carbon disulphide
and/or ethyl chloroformate. Also its reaction with isothiocyanate derivatives gave the
corresponding thiosernicarbzides 12a,b which on, refluxing in alcoholic KOH gave the unexpected
tetracyclic products 14a,b. Similarly the tetracyclic compounds 16a-e and 19 were obtained by
cyclization of 4 and 18 respectively.