4,4'-Dioctyldiphenylamine → HCID 20287202, compound

HRID 2050117Notes

Reaction equation

HRID 2050117 reaction equation
[CH3:1][N:2]([CH3:23])[C:3]1[CH:4]=[CH:5][C:6]([C:12](=O)[C:13]2[CH:18]=[CH:17][C:16]([N:19]([CH3:21])[CH3:20])=[CH:15][CH:14]=2)=[C:7]([CH:11]=1)[C:8]([OH:10])=[O:9].[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>>[CH3:1][N:2]([CH3:23])[C:3]1[CH:11]=[C:7]2[C:6]([C:12]([C:13]3[CH:14]=[CH:15][C:16]([N:19]([CH3:20])[CH3:21])=[CH:17][CH:18]=3)([N:38]([C:39]3[CH:40]=[CH:41][C:42]([CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][CH3:52])=[CH:43][CH:44]=3)[C:35]3[CH:34]=[CH:33][C:32]([CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH3:24])=[CH:37][CH:36]=3)[O:9][C:8]2=[O:10])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 75694,4'-DioctyldiphenylamineHCID 88936Benzoic acid, 5-(dimethylamino)-2-[4-(dimethylamino)benzoyl]-

Product 1

HCID 20287202HCID 20287202, compoundYield 87.6%

Procedure

Following a procedure similar to that described in Example 1 but employing 15.6 g of 5-(dimethylamino)-2-[4-(dimethylamino)benzoyl]benzoic acid and 19.6 g of 4,4'-dioctyldiphenylamine there was obtained 30.0 g of 6-(dimethylamino)-3-[4-(dimethylamino)phenyl]-3-[bis(4-octylphenyl)amino]phthalide, m.p. 208°-210° C. A toluene solution of the product contacted with acidic clay or phenolic resin developed an orange-colored image which changed to green on the clay after fluorescent light exposure.

Sources & evidence

ORD record
ord-eda9b037157b40fea568fa1bcf720b8d
Source dataset
uspto-grants-1980_04
Patent number
US04200313

Reaction notes

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