Mahfudziyah Shahifah, 050112468 (2005) Pengaruh perbedaan suhu (31 C dan 0 C) terhadap persentase hasil N-Asetil-N'-Benzoiltiourea dari reaksi asetilasi benzoiltiourea. Skripsi thesis, UNIVERSITAS AIRLANGGA.

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Abstract

ABSTRACT The Influence of The Temperature to The Synthesis of N-acetyl-N’ benzoylthourea from Acetylation of N-benzoiltiourea To obtain N-acetyl-N’-benzoylthiourea, which is expected to have activity as central nervous system depressant better than N-benzoylthiourea, reaction between N -benzoylthiourea and acetyl chloride was carried out in toluene under pyridine base for 4 hours at two different temperatures (0C and 31 C). The starting material, N-benzoylthiourea, was prepared by reaction of thiourea and benzoyl chloride in toluene to provide yellowish crystals in 36,6% yield after recrystallization using ethanol 70%. The reaction between N -benzoylthiourea and acetyl chloride gave colorless solid product, which was identified using UV-Vis and IR spectrophotometry, as well as NMR and mass spectrometry. Unfortunately, the resulted product was not the expected target molecule but it was N -acetylthiourea. Though the mechanism occurred during the reaction that yield N -acetylthiourea was not fully understood, we suggest that the reactive acetyl group replaced the benzoyl group of N benzoylthiourea because attack at its NH 2 group was hard to occur due to the low nucleophilicity under the reaction condition.

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