Potassium Carbonate → Bis(di-p-tolylamino)benzo[a]perylene

HRID 353413Notes

Reaction equation

HRID 353413 reaction equation
[C:1]1([CH3:15])[CH:6]=[CH:5][C:4]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[C:23]1[CH:24]=[C:25]2[C:42]3[C:39]([C:40]=1Br)=[CH:38][CH:37]=[CH:36][C:35]=3[C:34]1[C:43]3[C:30]([CH:31]=[C:32]4[CH:47]=[CH:46][CH:45]=[CH:44][C:33]4=1)=[CH:29][CH:28]=[CH:27][C:26]2=3>O.[Cu]>[C:11]1([CH3:14])[CH:12]=[CH:13][C:8]([N:7]([C:23]2[CH:24]=[C:25]3[C:42]4[C:39]([C:40]=2[N:7]([C:8]2[CH:9]=[CH:10][C:11]([CH3:14])=[CH:12][CH:13]=2)[C:4]2[CH:3]=[CH:2][C:1]([CH3:15])=[CH:6][CH:5]=2)=[CH:38][CH:37]=[CH:36][C:35]=4[C:34]2[C:43]4[C:30]([CH:31]=[C:32]5[CH:47]=[CH:46][CH:45]=[CH:44][C:33]5=2)=[CH:29][CH:28]=[CH:27][C:26]3=4)[C:4]2[CH:3]=[CH:2][C:1]([CH3:15])=[CH:6][CH:5]=2)=[CH:9][CH:10]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 69293Benzenamine, 4-methyl-N-(4-methylphenyl)-HCID 21910019Dibromobenzo[a]perylene

Product 1

HCID 21910029Bis(di-p-tolylamino)benzo[a]perylene

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 962WaterSolvent

Procedure

Then, two equivalents of di-p-tolylamine, potassium carbonate, and copper power were added to the thus obtained dibromobenzo[a]perylene. This mixture stood still for reaction at 200 degrees centigrade for thirty hours. After reactant solution was diluted with water, reactant was extracted by chloroform. Thereafter, the reactant was refined in a conventional manner to thereby obtain bis(di-p-tolylamino)benzo[a]perylene.

Workup

  1. customThis mixture stood still for reaction at 200 degrees centigrade for thirty hours
  2. extractionwas extracted by chloroform

Sources & evidence

ORD record
ord-65e4863b74a84f75b8f25ed37ec71346
Source dataset
uspto-grants-2004_06
Patent number
US06753097B2

Reaction notes

Loading…