Acetic Acid → HCID 68131094、化合物

反応式

[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]1[C:17]2[C:12](=[CH:13][C:14]3[O:20][CH2:19][O:18][C:15]=3[CH:16]=2)[CH:11]=[CH:10][N:9]=1.C([O:24][C:25](=[O:27])[CH3:26])(=O)C.[N+:28]([O-:31])([OH:30])=[O:29].[C:32]([OH:35])(=[O:34])[CH3:33]>>[C:25]([OH:24])(=[O:27])/[CH:26]=[CH:33]\[C:32]([OH:35])=[O:34].[N+:28]([O-:31])([OH:30])=[O:29].[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][NH:7][C:8]1[C:17]2[C:12](=[CH:13][C:14]3[O:20][CH2:19][O:18][C:15]=3[CH:16]=2)[CH:11]=[CH:10][N:9]=1

参加物

反応物 4

HCID 176Acetic Acid

HCID 944Nitric Acid

HCID 7918Acetic Anhydride

HCID 215647615-[(2H-[1,3]Dioxolo[4,5-g]isoquinolin-5-yl)amino]pentan-1-ol

生成物 1

HCID 68131094HCID 68131094、化合物

反応条件

温度: 3 °C

実験手順

A solution of 0.835 g. of 1-(5-hydroxypentyl)amino-6,7-methylenedioxyisoquinoline and 1 ml. of acetic acid is added dropwise to a stirred mixture of 1.32 ml. of acetic anhydride and 0.44 ml. of nitric acid at a temperature of minus 3°C. The reaction mixture is stirred for about 20 minutes at about minus 3°C., and then added to an excess of ice-cold aqueous ammonia solution and twice extracted with ethyl acetate. The combined organic extracts are dried, filtered and evaporated in vacuo to an oil which is redissolved in chloroform. The resulting solution is passed through silica gel to obtain 0.965 g. of an oil of the free base of the above title compound. This oil is dissolved in methylene chloride and 0.5 g. of maleic acid is added. The resulting solution is filtered, evaporated to a small volume and diethyl ether added to crystallize a material which is then recrystallized from methanol/diethyl ether to obtain 1-(5-hydroxypentyl)amino-6,7-methylenedioxyisoquinoline nitrate maleate, m.p. 138°-139.5°C.