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NISCAIR ONLINE PERIODICALS REPOSITORY (NOPR) >
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Research Journals >
Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.46B [2007] >
IJC-B Vol.46B(12) December 2007] >
| Title: | Synthesis of substituted steroidal thiadiazole, triazole and oxidotriazole |
| Authors: | Shamsuzzaman
Siddiqui, Tabassum
Alam, Mohd. Gulfam |
| Keywords: | Steroidal thiadiazole
Triazole
Oxidotriazole
Ethyl chloroacetate
Heterocyclization |
| Issue Date: | Dec-2007 |
| Publisher: | CSIR |
| Abstract: | Ethyl-5-cholesten-3β-O-acetate 2 and its thiosemicarbazide 3 have been synthesized by the reaction of 3β-hydroxycholest-5-ene 1 with ethyl chloroacetate and 2 with thiosemicarbazide in 1,4 dioxane, respectively. The thiosemicarbazide 3 on chemoselective heterocyclization with conc. H₂SO₄, conc. NaOH and iodine in the presence of alkali separately afforded 3β-[5'-amino-1',2',4'-thiadiazole-3'-methoxy]-cholest-5-ene 4,3β-[5'-mercapto-1',2',4'-triazole-3'-methoxy]-cholest-5-ene 5 and 3β-[5'-mercapto-3',5'-oxido-1',2',4'-triazolo-3'-methoxy]-5⍺-cholestane 6, respectively. The structures of these compounds have been established on the basis of elemental, analytical and spectral data. |
| Page(s): | 2068-2070 |
| Source: | IJC-B Vol.46B(12) December 2007]
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