Hydrochloric Acid → 1-[3-(3-Furyl)-1,2,4-thiadiazol-5-yl]piperazine

反応式

[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:10]=[C:9]([N:11]3[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]3)[S:8][N:7]=2)=[CH:2]1.Cl.CCCCCC>C(OCC)(=O)C>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[N:10]=[C:9]([N:11]3[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]3)[S:8][N:7]=2)=[CH:2]1

参加物

実験手順

tert-Butyl 4-[3-(3-furyl)-1,2,4-thiadiazol-5-yl]piperazine-1-carboxylate (3.30 g, 9.81 mmol) was dissolved in ethyl acetate (50 ml), and a solution of 4 N hydrogen chloride in ethyl acetate (25 ml) was added thereto, followed by stirring at room temperature for 18 hours. Hexane (120 ml) was poured to the reaction mixture, and a solid was separated by filtration. The obtained solid was dissolved in an aqueous saturated sodium hydrogen carbonate solution, followed by stirring at room temperature for 2 hours. Water was poured to the reaction mixture, and the resulting solution was extracted with a mixed solution of ethyl acetate/tetrahydrofuran (1:1). The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Hexane was added to the residue, and 1.30 g (56.0%) of the desired product as a solid was separated by filtration.