4,4'-Dioctyldiphenylamine → HCID 20534317, compound

HRID 1388977Notes

Reaction equation

HRID 1388977 reaction equation
[CH2:1]([N:3]([CH2:22][CH3:23])[C:4]1[CH:20]=[CH:19][C:7]([C:8]([C:10]2[C:11]([C:16]([OH:18])=[O:17])=[N:12][CH:13]=[CH:14][N:15]=2)=O)=[C:6]([CH3:21])[CH:5]=1)[CH3:2].[CH3:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][C:32]1[CH:37]=[CH:36][C:35]([NH:38][C:39]2[CH:44]=[CH:43][C:42]([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52])=[CH:41][CH:40]=2)=[CH:34][CH:33]=1.C(OC(=O)C)(=O)C>O>[CH2:1]([N:3]([CH2:22][CH3:23])[C:4]1[CH:20]=[CH:19][C:7]([C:8]2([N:38]([C:39]3[CH:44]=[CH:43][C:42]([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52])=[CH:41][CH:40]=3)[C:35]3[CH:36]=[CH:37][C:32]([CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH3:24])=[CH:33][CH:34]=3)[C:10]3=[N:15][CH:14]=[CH:13][N:12]=[C:11]3[C:16](=[O:18])[O:17]2)=[C:6]([CH3:21])[CH:5]=1)[CH3:2]

Participants

5

Reactant 3

HCID 75694,4'-DioctyldiphenylamineHCID 7918Acetic AnhydrideHCID 20534323HCID 20534323, compound

Product 1

HCID 20534317HCID 20534317, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture containing 3.1 g. of 3-[4-(diethylamino)-2-methylbenzoyl]-2-pyrazinecarboxylic acid, 3.1 g. of 4,4'-dioctyldiphenylamine and 25 ml. of acetic anhydride was stirred in a warm water bath for 3 hours. The reaction mixture was poured into water and the resulting solid was collected and recrystallized from hexane to give 7-[4-(diethylamino)-2-methylphenyl]-7-[bis(4-octylphenyl)amino]furo[3,4-b]pyrazine-5(7H)-one as a light tan solid, m.p. 180°-187° C. A toluene solution of this product contacted with acidic clay or phenolic resin developed a violet image.

Workup

  1. additionA mixture containing 3.1 g
  2. customthe resulting solid was collected
  3. customrecrystallized from hexane

Sources & evidence

ORD record
ord-b88e06a84f5d4059866cc3eda3dd36f7
Source dataset
uspto-grants-1981_01
Patent number
US04243250

Reaction notes

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