Potassium Carbonate → N,N'-diphenyl-N-(3-tolyl)-1,4-phenylenediamine

HRID 1698760

反応式

HRID 1698760 の反応式
[C:1]1([N:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.I[C:22]1[CH:23]=[C:24](C)[CH:25]=[CH:26][CH:27]=1.[C:29](=O)([O-])[O-].[K+].[K+]>[Cu].C1C2C(CCCC2)CCC1>[C:1]1([N:7]([C:15]2[CH:20]=[C:19]([CH3:29])[CH:18]=[CH:17][CH:16]=2)[C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 122683-IodotolueneHCID 75371N,N-Diphenyl-p-phenylenediamine

生成物 1

HCID 21972152N,N'-diphenyl-N-(3-tolyl)-1,4-phenylenediamine収率 48.6%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 7044Decalin溶媒

実験手順

In a 200 ml reaction vessel 26 grams of N,N-diphenyl-1,4-phenylenediamine and 22 grams of 3-iodotoluene were heated together with 0.3 grams of activated copper powders, 50 grams of potassium carbonate and 50 ml of decalin at an oil bath temperature of 200° C. for 24 hours in an Ar atmosphere. After the completion of the reaction, the reaction solution was filtrated with the addition of 100 ml of toluene thereto, thereby removing insolubles. The filtrate was washed with water, and dried over sodium sulfate. Following this, the solvent was removed by distillation from the filtrate, and the residue was purified twice by means of a silica gel column (using a mixed solvent of n-hexane and toluene as a developing solvent), thereby obtaining 17 grams of N,N′-diphenyl-N-(3-tolyl)-1,4-phenylenediamine.

後処理

  1. customAfter the completion of the reaction
  2. filtrationthe reaction solution was filtrated with the addition of 100 ml of toluene
  3. washThe filtrate was washed with water
  4. dry with materialdried over sodium sulfate
  5. customwas removed by distillation from the filtrate
  6. customthe residue was purified twice by means of a silica gel column (

出典と根拠

ORDレコード
ord-c8bc5ab073d7490fbfed251b2225bb8e
出典データセット
uspto-grants-2002_02
特許番号
US06344283B1

関連ノート

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