4,4'-Dioctyldiphenylamine → HCID 20287195, compound

HRID 127364Notes

Reaction equation

HRID 127364 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=2[C:11]([OH:13])=O)=[O:8])=[C:5]([CH3:20])[CH:4]=1.[CH3:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][C:33]([NH:36][C:37]2[CH:42]=[CH:41][C:40]([CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=[CH:39][CH:38]=2)=[CH:32][CH:31]=1>>[CH3:21][N:2]([CH3:1])[C:3]1[CH:19]=[CH:18][C:6]([C:7]2([N:36]([C:37]3[CH:38]=[CH:39][C:40]([CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH2:49][CH3:50])=[CH:41][CH:42]=3)[C:33]3[CH:32]=[CH:31][C:30]([CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][CH2:23][CH3:22])=[CH:35][CH:34]=3)[C:9]3[C:10](=[CH:14][CH:15]=[CH:16][CH:17]=3)[C:11](=[O:13])[O:8]2)=[C:5]([CH3:20])[CH:4]=1

Participants

3

Reactant 2

HCID 75694,4'-DioctyldiphenylamineHCID 15519329HCID 15519329, compound

Product 1

HCID 20287195HCID 20287195, compoundYield 46.8%

Procedure

Following a procedure similar to that described in Example 1 but employing 5.7 g of 2-[4-(dimethylamino)-2-methylbenzoyl]benzoic acid and 8.0 g of 4,4'-dioctyldiphenylamine there was obtained 6.2 g of 3-[4-(dimethylamino)-2-methylphenyl]-3-[bis(4-octylphenyl)amino]phthalide, m.p. 172°-174° C. A toluene solution of the product contacted with acidic clay or phenolic resin developed a red-colored image.

Sources & evidence

ORD record
ord-b905ff3f6eee4eaaa4c97d9fc71d5607
Source dataset
uspto-grants-1981_03
Patent number
US04255577

Reaction notes

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