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Letters in Organic Chemistry

Author(s): El Sayed H. El Ashry, Sammer Yousuf, Hayat H. Hassan, Magdy K. Zahran and Ali S. Hebishy

DOI: 10.2174/15701786113106660065

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Synthesis and Single-Crystal X-Ray Diffraction Studies of an Arylidenethiosemicarbazone and Hydrazonyl-phenylthiazole

Page: [101 - 108] Pages: 8

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Abstract

The reaction of aromatic aldehydes with thiosemicarbazide gives arylidene hydrazinecarbothioamide, whose reaction with phenacyl bromide, yielded (arylidenehydrazonyl)-4-phenylthiazole. The structures of 3 and 7 were fully characterized by using 1H-NMR and mass spectroscopic techniques. The spectral analysis agreed with the assigned structures. The assigned structures were further supported by single-crystal X-ray diffraction studies and summarized as follows: (3) Triclinic, P-1, a=7.6319(4) Å, b= 8.7099(4) Å, c=10.7145(5) Å, α= 77.7400 (10)°, β= 74.0160 (10)°, and γ= 72.8270 (10)°, V= 647.47(5) Å3, and Z = 2; (7) Orthorhombic, Pna21, a = 9.3760(13), b = 14.029(2), c = 23.591(3)Å, α=90, β= 90, and γ= 90o, V = 3103.0(7)Å3, and Z = 4.

Keywords: Thiosemicarbazone, phenylthiazole, x-ray, geometric isomers, hydrazonylthiazole, phenacyl bromide.