Methyl p-toluenesulfonate → HCID 20201046, compound

HRID 1381334Notes

Reaction equation

HRID 1381334 reaction equation
O=[C:2]1[C:6]2[C:7]([C:11]3[CH:16]=[CH:15][CH:14]=[C:13]([C:17]#[N:18])[CH:12]=3)=[N:8][C:9](=[O:10])[C:5]=2[C:4]([C:19]2[CH:24]=[CH:23][CH:22]=[C:21]([C:25]#[N:26])[CH:20]=2)=[N:3]1.[C:27](=[O:30])([O-])[O-].[K+].[K+].[C:33]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:19]3[CH:24]=[CH:23][CH:22]=[C:21]([C:25]#[N:26])[CH:20]=3)[N:3]([CH3:2])[C:27](=[O:30])[C:6]2=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]#[N:18])[CH:12]=2)[N:8]1[CH3:33]

Participants

5

Reactant 4

HCID 6645Methyl p-toluenesulfonateHCID 7416NitrobenzeneHCID 11430Potassium CarbonateHCID 22995103HCID 22995103, compound

Product 1

HCID 20201046HCID 20201046, compound

Procedure

6.8 parts of 1,4-diketo-3,6-di-(3'-cyanophenyl)pyrrolo-[3,4-c]-pyrrole, 6 parts of anhydrous potassium carbonate and 16 parts of methyl p-toluenesulfonate are heated at 200°-205° C. in 100 parts of dry nitrobenzene for 2 hours, with stirring. After the suspension has been cooled, the dye formed is filtered off and washed with nitrobenzene, acetone and finally with hot water. After drying, 5.5 parts of 1,4-diketo-2,5-dimethyl-3,6-di-(3'-cyanophenyl)-pyrrolo-[3,4-c]-pyrrole [formula (X)] are obtained in the form of brown-red crystals. After being finely divided, the dye gives red shades in PVC and varnishes, with good fastness to light and migration. ##STR14##

Workup

  1. temperatureAfter the suspension has been cooled
  2. customthe dye formed
  3. filtrationis filtered off
  4. washwashed with nitrobenzene, acetone and finally with hot water
  5. customAfter drying

Sources & evidence

ORD record
ord-c11cc172ee994523935ae6b4744ce640
Source dataset
uspto-grants-1986_04
Patent number
US04585878

Reaction notes

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