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v-Triazolines. Part 7. 3-Arylaminothiophens from hexahydrothiopyrano[3,4-d] -v-triazoles

DOI: 10.1039/P19770002337

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 2337 - 2340 (1977)

Update date:2022-08-03

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Authors:

Pocar, DonatoPocar, Donato

Rossi, Luisa MariaRossi, Luisa Maria

Stradi, RiccardoStradi, Riccardo

Trimarco, PasqualinaTrimarco, Pasqualina

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Article abstract of DOI:10.1039/P19770002337

By treating tetrahydrothiopyran-4-one with secondary amines and aryl azides. 1-aryl-7a-amino-1,3a,4,6,7,7a-hexahydrothiopyrano[3,4-d]-v-triazoles (2) were obtained. On heating with acids, compounds (2) afforded mixtures of the corresponding 3-arylamino-2-methylthiophen (3) and 1-aryl-1,4,6,7- tetrahydrothiopyrano[3,4-d]-v-triazole (4). The triazoles (4) were also obtained on heating compounds (2) with sodium hydroxide in methanol. 3,6-Dihydro-4-morpholino-2H-thiopyran (6) was treated with 4- nitrophenylsulphonyl azide yielding 4-morpholino-3-(4-nitrophenylsulphonylamino) -3,6-dihydro-2H-thiopyran (7). Reaction mechanisms are discussed.

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Products guided by the article

Product name:dimethyl-[1-(4-nitro-phenyl)-3a,4,6,7-tetrahydro-1H-thiopyrano[3,4-d][1,2,3]triazol-7a-yl]-amine

Cas No:65961-02-6

65961-02-6

R&D Labs maybe for 65961-02-6

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