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ChemicalBook CAS DataBase List CIS-1,2-BIS(BENZYLTHIO)ETHYLENE

CIS-1,2-BIS(BENZYLTHIO)ETHYLENE synthesis

3synthesis methods
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Yield:81.818 % de ,18212-32-3 15%

Reaction Conditions:

Stage #1: dibenzyl disulphidewith hydrazine hydrate;potassium hydroxide at 80 - 86; for 2 h;
Stage #2: 1,1-Dichloroethylene at 25; for 6 h;

Steps:

Reactions of dichloroethenes (1a and 1b) with diorganyldichalcogenides R2Y2. General procedure.

General procedure: To a solution of potassium hydroxide in hydrazinehydrate R2Y2 was added at stirring by portions or dropwise in a quantity corresponding to the ratio R2Y2-KOH 1 : 5. The mixture was stirred for 2 h at 80-85°C, cooled to 25°, and at constant stirring dichloroethene 1 or 1b was added dropwise. After the addition of the required amount of dichloroethene 1 (1b) the mixture was stirred for 6 h. Reaction product swere extracted with ethyl ether (3 × 30-50 mL), the extract was washed with water and dried with MgSO4. Ether was distilled off, the residue was analyzed by NMR, IR spectroscopy and GC-MS method. Then the product was subjected to further treatment. Compounds 3a and 3b (after recrystallization from ethanol) and 3d were isolated in an individual state as Z-isomers. Compounds 3c, 5b, and 5c were identified in the mixture by 1, 13 NMR, and mass spectra. Compounds 7a-7d were identified only by GC-MS method.

References:

Levanova;Nikonova;Rosentsveig;Russavskaya;Albanov;Korchevin [Russian Journal of Organic Chemistry,2017,vol. 53,# 8,p. 1186 - 1190][Zh. Org. Khim.,2017,vol. 53,# 8,p. 1172 - 1176]