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Synthesis, crystal structure and DFT studies of N-(4-acetyl-5,5-dimethyl-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide

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Abstract

The title compound N-(4-acetyl-5,5-dimethyl-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide (III) was obtained from the reaction of 2-(propan-2-ylidene)hydrazinecarbothioamide (II) with acetic anhydride instead of formation of the desired thiosemcarbazide derivative of Meldrum acid. The structures of II and III were established by elemental analysis, IR, NMR, Mass and X-ray crystallographic studies. II crystallizes in triclinic system, sp. gr. \(P - \bar 1\) Z = 2; III crystallizes in the monoclinic system, sp. gr. P21/c, Z = 8. Density functional theory (DFT) calculations have been carried out for III. 1H and 13C NMR of III has been calculated and correlated with experimental results.

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Authors and Affiliations

  1. Department of Chemistry, Sant Longowal Institute of Engineering & Technology, Longowal (Sangrur), Punjab, 148106, India

    P. Gautam, D. Gautam & R. P. Chaudhary

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  1. P. Gautam
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  2. D. Gautam
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  3. R. P. Chaudhary
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Correspondence to R. P. Chaudhary.

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Gautam, P., Gautam, D. & Chaudhary, R.P. Synthesis, crystal structure and DFT studies of N-(4-acetyl-5,5-dimethyl-4,5-dihydro-1,3,4-thiadiazol-2-yl)acetamide. Crystallogr. Rep. 58, 1079–1083 (2013). https://doi.org/10.1134/S1063774513080038

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  • DOI: https://doi.org/10.1134/S1063774513080038

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