Acetals of lactams and acid amides. 35. Synthesis of condensed two- and three-ring pyridine systems on the basis of enamino amides

The synthesis of 2,3,5,6-tetrahydropyrrolo[3,2-c]pyrid-6-one was accomplished by rearrangement of 8H,1-cyano-8-dimethylaminomethylene-2,5,6,7-tetrahydropyrrolo[1, 2-c]pyrimidine. Pyrrolo[3,2-c]pyrimidine, 1,6-naphthyridine, and pyrimido[4,3-b]-azepine derivatives were synthesized on the basis of enamino dinitriles. The hydrolysis of 8H,1-cyano-8-dimethylaminomethylene-2,5,6,7-tetrahydropyrrolo[1,2-c]-pyrimidine in 50% CH₃COOH leads to a pyrrolo[1,2-c]pyrido[4,3-d]pyrimidine derivative. A similar dipyrido[4,3-d-1,2-c]pyrimidine derivative was obtained from 1-cyano-9-dimethylaminomethylene-2,5,6,7,8,9-hexahydropyrido[1,2-c]pyrimidine under these conditions, and 3,4-dioxo-3,4,7,8,9,10-hexahydropyrido[1,2-c]pyrano[4,3-d]-pyrimidine was synthesized bytreatment with a 1 N solution of HCl.See [1] for Communication 34.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 518–522, April, 1982.     

Reactions of SH-Substituted Purine Bases with Glycidol

The regioselectivity of S-alkylation of SH-substituted purine bases with glycidol tends to grow with decreasing temperature. A procedure was developed for epoxidation of these compounds in wet liquid ammonia. The products were tested for immunostimulating activity.     

Reactions of benzothiazole-2-thione and benzothiazole-2-one with acetylene

Reaction of benzothiazole-2-thione and benzothiazole-2-one with acetylene in the presence of potassium hydroxide or cadmium acetate gives 2-vinylthiobenzothiazole and 3-vinylbenzothiazol-2-one, respectively. Benzothiazole-2-thione is partially convened to benzothiazol-2-one by the action of Cd(OAc)₂. Under vinylation conditions the latter also forms 2-vinylthioaniline.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 270–271, February, 1991.     

Esters from the roots of Ferula kyzylkumica and F. karategina

Institute of Chemistry of Plant Substances, Uzbekistan Academy of Sciences, Tashkent. Botanical Garden of Moscow State University. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 301–303, March–April, 1993.