(E)-Benzaldehydethiosemicarbazone synthesis
- Product Name:(E)-Benzaldehydethiosemicarbazone
- CAS Number:94794-26-0
- Molecular formula:C8H9N3S
- Molecular Weight:179.24
Yield:94794-26-0 98%
Reaction Conditions:
in ethanol;water at 20;
Steps:
4.4.1. Synthesis of (E)-2-benzylidenehydrazinecarbothioamide (1)
Benzaldehyde (0.1 g, 0.942 mmol) was dissolved in warm anhydrous alcohol (3 mL) and a mixture of thiosemicarbazide (0.0945 g, 1.04 mmol) in warm water (3 mL) was added dropwise with continuous stirring. The mixture was allowed to react at room temperature until TLC (Thin Layer chromatography) showed the reaction has completed (PE/EA = 2:1). A large amount of white precipitate generated and filtered to give white solid (0.166 g, 0.93 mmol) yield: 98%; m.p. = 142-145 °C;1H-NMR (400 MHz, DMSO-d6) δ 11.44 (s, 1H, NH), 8.28-8.14 (m, 1H, CH=N), 8.03 (d,J= 16.5 Hz, 2H, NH2), 7.80 (dd,J= 6.6, 2.9 Hz, 2H, ArH), 7.41 (dd,J= 5.2, 1.9 Hz, 3H, ArH); ESI-MSm/z: 180.2 [M + H]+.
References:
Wang, Dong;Hong, Ren-Yuan;Guo, Mengyao;Liu, Yi;Chen, Nianhang;Li, Xun;Kong, De-Xin [Molecules,2019,vol. 24,# 21,art. no. 4003]
