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Synthesis and characterization of thiourea

100%

Dai C. , Zhang H. , Li R. , Zou H.

Polish Journal of Chemical Technology

2019

tom Vol. 21, nr 3

35--39

Herein, a simple and effective method for the preparation of thiourea using a nucleophilic substitution reaction is reported. Urea and Lawesson’s reagent were used as the raw materials to prepare thiourea via a one-step method involving the sulfuration reaction, and the reaction mechanism was analyzed. The effect of the reaction time, reaction temperature, and mass ratio of the raw materials on the yield of thiourea were investigated.The most beneficial conditions used for the reaction were determined to be: Reaction time = 3.5 h, reaction temperature = 75°C, and mass ratio of urea to Lawesson’s reagent = 2:1. Under these optimal conditions, the average yield of thiourea over five replicate experiments was 62.37%. Characterization using Fourier transform infrared (FTIR) spectroscopy, X-ray diffraction (XRD) and thermogravimetric analysis (TGA) showed that the as-synthesized substance was thiourea. Our synthetic method has the advantages of high yield, mild reaction conditions and simplicity.

Synthesis, reactions and antineoplastic activity of 3-(2-oxo-2H-chromen-3-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromene derivatives

86%

Gašparová R. , Koiš P. , Lácová M. , Kováčová S. , Boháč A.

Open Chemistry

2013

tom 11

nr 4

502-513

The key 3-(2-oxo-2H-chromen-3-yl)-2-oxo-2H,5H-pyrano[3,2-c]chromen-5-yl acetates 3 were synthesized in high yields by cyclocondensation of 4-oxo-4H-chromen-3-carbaldehydes 1 with coumarin-3-acetic acids 2 under mild conditions. The reaction pathway involves aldol condensation and subsequent intramolecular lactonization to afford 2-oxo-2H,5H-pyrano[3,2-c]chromene skeleton 3. Further treatment of acetates 3 with alcohols, water or nitrogen containing compounds led to 5-alkoxy-, 5-hydroxy- or 5-acylamino-2H,5H-pyrano[3,2-c]chromen-2-ones 4-6 via nucleophilic substitution of acetyloxy group at C-5. Acetates and hydroxyl derivatives 3 and 5 undergo facile rearrangement in an acid medium yielding 5-hydroxypyrano[2,3-b]chromen-2(10aH)-ones 7. [...] Twelve prepared compounds were evaluated on their antineoplastic activities on 60 human tumour cell line panels in NCI USA. The obtained biological results confirmed that 3-(2-oxo-2H-chromen-3-yl)-2H,5H-pyrano[3,2-c]chromen-2-one represents a new leading skeleton suitable for further antitumour activity study.