Methylmercaptan sodium → HCID 19747280, compound

Participants

Reaction Steps

8-Chloro-5,6-dihydro-1H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one (3.5 g) was dissolved in 60 ml of dimethylformamide, followed by the addition of 13.4 g of a 15% aqueous solution of methyl mercaptan sodium salt. The resultant mixture was refluxed for 14 hours. The reaction mixture was cooled and then concentrated under reduced pressure. Water was added to the residue, followed by extraction with methylene chloride. The resulting extract was washed with a brine, dried over anhydrous MgSO4 and then filtered. The filtrate was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column and relevant chloroform eluate fractions were concentrated. The residue was recrystallized from toluene, whereby 3.57 g of 8-methylthio-5,6-dihydro-1H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-one were obtained (yield: 97%). 2.50(3H,s), 3.16(4H,s), 7.00-7.52(3H,m), 7.66(1H,dd), 8.12(1H,d), 8 72(1H,dd).

Provenance & Evidence