N-PHENYLBENZAMIDE SYNTHESIS BY NUCLEOPHILIC SUBSTITUTION WITH 1,3-DIPHENYLTHIOUREA

Abstract

Objective: N-phenylbenzamides are important and biologically active compounds. N-phenylbenzamides have been synthesized by some routes. An attempt has been made to find out the new route to synthesize N-phenylbenzamides.Methods: The reaction was carried out by reacting substituted benzoyl chlorides with 1,3-diphenylthiourea in the presence of triethylamine in THF at 70 °C. After 4hr the product was purified and identified.Results: An excellent and pure yield of N-phenylbenzamides was obtained by reacting substituted benzoyl chlorides with 1,3-diphenylthiourea. The proposed mechanism follows imino alcohol-amide tautomerism and suggests the involvement of rearrangement intermediate.Conclusion: 1,3-diphenylthiourea is inexpensive commodity chemical and it is found to be the useful reagent for the direct conversion to N-phenylbenzamide. The proposed mechanism follows imino alcohol-amide tautomerism and suggests the involvement of rearrangement intermediate. The synthesis gave pure, high yield, and the one and only isolated product.  

Authors and Affiliations

Indah Purnama Sary, Siswandono Siswodihardjo, Tutuk Budiati

Keywords

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  • EP ID EP579018
  • DOI -
  • Views 78
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How To Cite

Indah Purnama Sary, Siswandono Siswodihardjo, Tutuk Budiati (2015). N-PHENYLBENZAMIDE SYNTHESIS BY NUCLEOPHILIC SUBSTITUTION WITH 1,3-DIPHENYLTHIOUREA. International Journal of Pharmacy and Pharmaceutical Sciences, 7(3), 481-482. https://europub.co.uk./articles/-A-579018