366018-64-6

Basic information

• Product Name: 3-[2-(2-chlorophenyl)vinyl]-2-quinoxalinyl phenyl sulfide
• Synonyms: 3-[2-(2-chlorophenyl)vinyl]-2-quinoxalinyl phenyl sulfide
• CAS NO: 366018-64-6
• Molecular Formula: C₂₂H₁₅ClN₂S
• Molecular Weight: 374.8859
• Mol File: 366018-64-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-[2-(2-chlorophenyl)vinyl]-2-quinoxalinyl phenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[2-(2-chlorophenyl)vinyl]-2-quinoxalinyl phenyl sulfide(366018-64-6)
• EPA Substance Registry System: 3-[2-(2-chlorophenyl)vinyl]-2-quinoxalinyl phenyl sulfide(366018-64-6)

Safety Data

• Hazardous Substances Data: 366018-64-6(Hazardous Substances Data)

Upstream product

• 108-98-5 thiophenol 
• 53047-14-6 2-Chloro-3-[(E)-2-(2-chloro-phenyl)-vinyl]-quinoxaline 
• 14003-34-0 3-methyl-2-oxo-1,2-dihydroquinoxaline 
• 95-54-5 1,2-diamino-benzene 
• 132467-01-7 3-[2-(2-chloro-phenyl)-vinyl]-1H-quinoxalin-2-one 

Downstream Products

• 366018-68-0 2-Benzenesulfonyl-3-[(E)-2-(2-chloro-phenyl)-vinyl]-quinoxaline 

Relevant articles and documents

Studies on the synthesis of 2-phenylsulphonyl-3-styrylquinoxalines

o-Phenylenediamine 1 is condensed with pyruvic acid or sodium pyruvate to yield 3-methylbenzo-1H-dihydropyrazine-2-one 2. The latter on condensation with aromatic aldehydes give 3-styrylquinoxaline-1H-2-one 3. Reaction of 3 with POCl3 in the presence of catalytic amount of DMF yields 2-chloro-3-styrylquinoxaline 4, which on reaction with thiophenol in the presence of triethylamine in methanol gives 2-phenylthio-3-styrylquinoxaline 5. Oxidation of 5 with H2O2 in the presence of acetic anhydride affords 2-phenylsulphonyl-3-styrylquinoxaline 6. 6 has also been prepared directly from 4 by reaction with sodium benzenesulphinate under phase transfer conditions. In an alternate approach to the synthesis of title compound. 2 is treated with POCl3 in DMF to obtain the known 2-chloro-3-methylquinoxaline 7. Reaction of 7 with thiophenol in the presence of triethylamine in methanol gives 2-methyl-3-phenylthioquinoxaline 8. Oxidation of 8 with H2O2 in Ac2O affords 2-methyl-3-phenylsulphonylquinoxaline 9. 9 was also prepared in an alternate method from 7 by reaction with sodium benzenesulphinate, 9 on reaction with aromatic aldehydes yields the title compounds 6.