HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

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

HRID 1381333
Notes
Print preview

Reaction equation

HRID 1381333 reaction equation
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]
ParticipantsConditionsProcedureSources & evidenceReaction notes

Participants

5

Reactant 4

HCID 6645Methyl p-toluenesulfonateHCID 7416NitrobenzeneHCID 11430Potassium CarbonateHCID 152175761,4-Dioxo-3,6-diphenylpyrrolo[3,4-c]pyrrole

Product 1

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

Conditions

Temperature
20 °C

Procedure

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##

Sources & evidence

ORD record
ord-951e42788efa47e9b3803ff7c5bd44b3
Source dataset
uspto-grants-1986_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04585878

Reaction notes

Loading…

On this pageParticipantsConditionsProcedureSources & evidenceReaction notes