Potassium Carbonate → HCID 70596647, compound

Reaction equation

[C:1]1([S:7][C:8]2[CH2:9][CH2:10][NH:11][CH2:12][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:14][CH2:15][CH2:16][CH2:17][C:18]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)=O.C(=O)([O-])[O-:28].[K+].[K+]>C1(C)C=CC=CC=1>[ClH:14].[F:26][C:23]1[CH:24]=[CH:25][C:20]([CH2:18][C:17](=[O:28])[CH2:16][CH2:15][N:11]2[CH2:10][CH:9]=[C:8]([S:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:13][CH2:12]2)=[CH:21][CH:22]=1

Participants

Procedure

A mixture of 16.7 g of 4-(phenylthio)-1,2,3,6-tetrahydropyridine, 17.6 g of 4-chloro-p-fluorobutyrophenone and 20 g of potassium carbonate in 200 ml of toluene is refluxed for 48 hours. The inorganic salts are separated by filtration. The filtrate is evaporated, and the residue is treated with dilute hydrochloric acid. The resulting precipitate is collected to afford 12.5 g (36.4%) of tan powder, m.p. 165°-170° C. dec. Three recrystallizations from acetonitrile gives tan plates, m.p. 172°-174° C. dec.