1,4-Benzenediamine, N,N'-bis(4-aminophenyl)- → HCID 100999678, compound

HRID 1275425Notes

Reaction equation

HRID 1275425 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]3[CH:20]=[CH:19][C:18]([NH:21][C:22]4[CH:27]=[CH:26][C:25]([NH2:28])=[CH:24][CH:23]=4)=[CH:17][CH:16]=3)=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[CH:29]1[C:34]([NH2:35])=[CH:33][CH:32]=[C:31]([NH:36][C:37]2[CH:42]=[CH:41][C:40]([NH:43][C:44]3[CH:49]=[CH:48][C:47]([NH2:50])=[CH:46][CH:45]=3)=[CH:39][CH:38]=2)[CH:30]=1>Cl>[CH:26]1[C:25]([NH2:28])=[CH:24][CH:23]=[C:22]([NH:21][C:18]2[CH:19]=[CH:20][C:15]([NH:14][C:11]3[CH:10]=[CH:9][C:8]([NH:7][C:4]4[CH:5]=[CH:6][C:1]([NH:35][C:34]5[CH:29]=[CH:30][C:31]([NH:36][C:37]6[CH:42]=[CH:41][C:40]([NH:43][C:44]7[CH:49]=[CH:48][C:47]([NH:50][C:1]8[CH:6]=[CH:5][C:4]([NH2:7])=[CH:3][CH:2]=8)=[CH:46][CH:45]=7)=[CH:39][CH:38]=6)=[CH:32][CH:33]=5)=[CH:2][CH:3]=4)=[CH:13][CH:12]=3)=[CH:16][CH:17]=2)[CH:27]=1

Participants

4

Reactant 2

HCID 110007731,4-Benzenediamine, N,N'-bis(4-aminophenyl)-HCID 110685681,4-Benzenediamine, N-(4-aminophenyl)-N'-[4-(phenylamino)phenyl]-2×

Product 1

HCID 100999678HCID 100999678, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

Ferric chloride hexahydrate 5.4 g (0.02 mole) was dissolved in 20 ml 0.1 M HCl at room temperature. The tetraaniline in the leucoemeraldine oxidation state from Example 3 above 3.66 g (0.01 mole) was suspended in 250 ml 0.1 M HCl solution with magnetic stirring for 0.5 hours at room temperature. The ferric chloride solution was added very quickly (within 1~2 seconds) to the tetraaniline suspension with strong stirring. The suspension was then stirred magnetically for 2 hours. The reaction mixture was filtered, washed and neutralized following the general procedure described herein.

Workup

  1. stirringThe suspension was then stirred magnetically for 2 hours
  2. filtrationThe reaction mixture was filtered
  3. washwashed

Sources & evidence

ORD record
ord-415b8278102f413285cf13f274d88d02
Source dataset
uspto-grants-2000_12
Patent number
US06160177

Reaction notes

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