Potassium Carbonate → HCID 86587857, compound

HRID 393142Notes

Reaction equation

HRID 393142 reaction equation
[C:1]1([NH:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(=O)([O-])[O-].[K+].[K+].Br[C:21]1[C:38]2[C:29](=[CH:30][C:31]3[CH:32]=[CH:33][CH:34]=[CH:35][C:36]=3[CH:37]=2)[CH:28]=[C:27]2[C:22]=1[C:23]1[CH:54]=[CH:53][C:52]3[C:39](=[CH:40][C:41]4[C:50]([CH:51]=3)=[CH:49][C:48]3[C:43](=[CH:44][C:45](Br)=[CH:46][CH:47]=3)[CH:42]=4)[C:24]=1[CH:25]=[CH:26]2>O.[Cu]>[C:8]1([N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:21]2[C:38]3[C:29](=[CH:30][C:31]4[CH:32]=[CH:33][CH:34]=[CH:35][C:36]=4[CH:37]=3)[CH:28]=[C:27]3[C:22]=2[C:23]2[CH:54]=[CH:53][C:52]4[C:39](=[CH:40][C:41]5[C:50]([CH:51]=4)=[CH:49][C:48]4[C:43](=[CH:44][C:45]([N:7]([C:8]6[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=6)[C:1]6[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=6)=[CH:46][CH:47]=4)[CH:42]=5)[C:24]=2[CH:25]=[CH:26]3)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 11487DiphenylamineHCID 86587855HCID 86587855, compound

Product 1

HCID 86587857HCID 86587857, compound

Reagents, catalysts & solvents 2

HCID 23978CopperCatalystHCID 962WaterSolvent

Procedure

Naphthacenonaphthacene is dissolved in carbon tetrachloride. While the resultant mixture is cooled, 1 mol equivalent of bromine is added thereto. The mixture is reacted for 4 hours and brominated. Thereafter, the mixture is purified in accordance with a usual method, and 6,13-dibromonaphthacenonaphthacene is obtained. Diphenylamine, potassium carbonate, and copper powder are added to the 6,13-dibromonaphthacenonaphthacene obtained in this way, and the mixture is reacted for 30 hours at 200° C. After the reaction solution is diluted with water, the reactant is eluted with chloroform. Thereafter, the resultant substance is purified in accordance with a usual method, and the 6,13-bis(diphenylamino)naphthacenonaphthacene represented by the following formula is synthesized. (Note that, in the formula, “Ph” represents a phenyl group.)

Workup

  1. customobtained in this way
  2. customthe mixture is reacted for 30 hours at 200° C
  3. washthe reactant is eluted with chloroform
  4. customThereafter, the resultant substance is purified in accordance with a usual method
  5. customis synthesized

Sources & evidence

ORD record
ord-da338871b686470f8defd2376acba51b
Source dataset
uspto-grants-2004_10
Patent number
US06805977B2

Reaction notes

Loading…