Methyl p-toluenesulfonate → 2,5-Dimethyl-1,4-dioxo-3,6-diphenylpyrrolo(3,4-c)pyrrole

反応式

O=[C:2]1[C:6]2[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)=[N:8][C:9](=[O:10])[C:5]=2[C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[N:3]1.[C:23](=[O:26])([O-])[O-].[K+].[K+].[C:29]1(C)C=CC(S(OC)(=O)=O)=CC=1.[N+](C1C=CC=CC=1)([O-])=O>>[O:10]=[C:9]1[C:5]2=[C:4]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)[N:3]([CH3:2])[C:23](=[O:26])[C:6]2=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:8]1[CH3:29]

参加物

反応物 4

HCID 6645Methyl p-toluenesulfonate

HCID 7416Nitrobenzene

HCID 11430Potassium Carbonate

HCID 152175761,4-Dioxo-3,6-diphenylpyrrolo[3,4-c]pyrrole

生成物 1

HCID 138034402,5-Dimethyl-1,4-dioxo-3,6-diphenylpyrrolo(3,4-c)pyrrole

反応条件

温度: 20 °C

実験手順

14.5 parts of 1,4-diketo-3,6-diphenylpyrrolo-[3,4-c]-pyrrole, 15 parts of anhydrous potassium carbonate, 40 parts of methyl p-toluenesulfonate and 170 parts of dry nitrobenzene are heated at 200°-205° C. for one hour, with stirring. After cooling to 20° C., the 1,4-diketo-2,5-dimethyl-3,6-diphenylpyrrolo-[3,4-c]-pyrrole obtained is filtered off, washed with toluene, then methanol and thereafter with hot water and dried. 10.85 parts of orange crystals of the compound of the formula (IX) are obtained (melting point 236°-238° C.). ##STR13##