745076-33-9

Basic information

• Product Name: C₂₁H₂₂N₆S₃
• Synonyms: C₂₁H₂₂N₆S₃
• CAS NO: 745076-33-9
• Molecular Weight: 454.644
• Mol File: 745076-33-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₁H₂₂N₆S₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₁H₂₂N₆S₃(745076-33-9)
• EPA Substance Registry System: C₂₁H₂₂N₆S₃(745076-33-9)

Safety Data

• Hazardous Substances Data: 745076-33-9(Hazardous Substances Data)

Upstream product

• 79-19-6 thiosemicarbazide 
• 745076-31-7 1-[4-(4-{1-[(4-methyl-5H-thiazol-2-ylidene)-hydrazono]-ethyl}-phenylsulfanyl)-phenyl]-ethanone 

Downstream Products

• 745076-17-9 C₁₇H₁₇N₃O₃S₂ 
• 745076-19-1 C₁₇H₁₇N₃O₄S 
• 10424-68-7 1,1'-(sulfonylbis(4,1-phenylene))bis(ethan-1-one) 
• 79-19-6 thiosemicarbazide 

Relevant articles and documents

Syntheses of new unsymmetrical and symmetrical diaryl-sulphides and diarylsulphones containing thiazolinyl and thiazolidinonyl moieties using 4,4′-diacetyldiphenylsulphide

Condensation of 4,4′-diacetyldiphenyl sulphide (2) with variable amounts of thiosemicarbazide (3) in refluxing ethanol and in the presence of catalytic amounts of dry piperidine afforded only 4-acetylthiosemicarbazone- 4′-acetyldiphenyl sulphide (5). Condensation of 2 with excess semicarbazide hydrochloride (4) in the presence of fused sodium acetate and/or piperidine yielded 4,4′-diacetylsemicarbazone diphenyl sulphide (6), whereas use of equimolar amounts of 2 and 4 afforded 4-acetyl-semicarbazone- 4′-acetyldiphenyl sulphide (7). 4-Acetylsemicarbazone-4′- acetylthiosemicarbazone diphenyl sulphide (8) was also obtained via two different routes. The effect of tautomeric structure 5d is discussed. 4-(4″-phenyl-Δ3-thiazoline-2″-acetylazino) -4′-acetyldiphenyl sulphide (9), 4-(5″-carboxyethyl-4″- thiazolidinone-2″-acetylazino)-4′-acetyldiphenyl sulphide (10), 4-(4″-thiazolidinone-2′-acetylazino)-4′-acetyldiphenyl sulphide (11) and 4-(4″-methyl-Δ3-thiazoline-2″- acetylazino)-4′-acetyldiphenyl sulphide (12) were prepared by interaction of 5 with phenacylbromide, bromodiethylmalonate, chloro ethylacetate and chloroacetone, respectively. Sulphides 9-12 were easily condensed with 3 to afford the corresponding 4-(heterocyclic moiety-2″-acetylazino)-4′- acetylthiosemicarbazone diphenyl sulphides 23-26. Oxidation of the prepared sulphides 5-7, 9-12, 23 and 25-26 using H2O2/glacial AcOH mixtures yielded only 4,4′-diacetyldiphenyl sulphone (13) as the main product in every case, besides 3 and 4 in certain cases. Unsymmetrical and symmetrical sulphones 14-22 were obtained starting from 13. The structures of the synthesized compounds are based on IR, 1H-NMR, 13C-NMR and mass spectral data. A theoretical study on some of the prepared compounds using molecular modeling was carried out.