345910-75-0Relevant articles and documents
Synthesis of polyfused thieno(2,3-b)thiophenes part 2: Synthesis of thienopyrimidine, thienothiazine, thienopyrrolopiprazine, and thienothiazaphospholine derivatives
Abdel-Ghany,Khodairy
, p. 45 - 56 (2000)
3,4-Diamino-2,5-dicarbethoxythieno(2,3-b)thiophene (1) was reacted with triethylorthoformate to afford compound 2. The reaction of compounds 2 or 3 with S,S-acetals and N,S-acetals, afforded compounds 4-6. Treatment of compound 1 with 2,5-dimethoxytetrahydrofuran gave the corresponding bipyrrolyl derivative 7, which was reacted with hydrazine hydrate to get the corresponding hydrazide derivative 8. Treating compound 8 with sodium nitrite afforded the corresponding carboazide derivative 9, which in turn cyclized to compound 10. Compound 12 was obtained via the reaction of compound 1 with PhNCS or through treating compound 11 with CS2 PhNH2, and KOH. Also, compound 13 was prepared through treatment of compound 12 with Lawesson's reagent or via the reaction of compound 11 with CS2 followed by treating the resulting compound 14 with PhNH2. The reaction of compounds 1 or 3 with Lawesson's reagent gave compound 15. Benzoylation of compound 1 afforded compound 16, which treated with NH3 gave compound 17. Treatment of compounds 16 or 17 with LR furnished compounds 18 or 19, respectively. The reaction of compound 16 or 17 with P2S5 yielded compounds 19 and 20 or 18 and 19, respectively.
