[CH3:1][C:2]1[C:11]([C:12]([OH:14])=O)=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.O.[NH2:16][C:17]1[NH:21][N:20]=[N:19][N:18]=1.N1C=CC=CC=1.S(Cl)(Cl)=O>O.C(Cl)(Cl)Cl>[CH3:1][C:2]1[C:11]([C:12](=[O:14])[NH:16][C:17]2[NH:21][N:20]=[N:19][N:18]=2)=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1To a solution of 4.7 g. (0.026 mole) of 7-methyl-8-quinolinecarboxylic acid, 3.9 g. (0.037 mole) of 5-aminotetrazole hydrate in 30 ml. of pyridine and 50 ml. of chloroform is added dropwise with stirring 5.6 ml. of thionyl chloride. The mixture is stirred at 70° C. for about one hour. The reaction mixture is evaporated to provide a residue which is diluted with water. The precipitate is separated by filtration and recrystallized from acetic acid. The product is again recrystallized from ethanol to provide 7-methyl-8-(1H-tetrazole-5-ylcarbamoyl)-quinoline, m.p. 285°-287° C.
Loading…
