4,4'-Dioctyldiphenylamine → HCID 20534332, compound

HRID 2057633Notes

Reaction equation

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

Participants

Reactant 3

HCID 75694,4'-Dioctyldiphenylamine

HCID 7918Acetic Anhydride

HCID 20534300HCID 20534300, compound

Product 1

HCID 20534332HCID 20534332, compound

Procedure

A mixture containing 0.15 g. of 3-[4-(diethylamino)benzoyl]-2-pyrazinecarboxylic acid, 0.18 g. of 4,4'-dioctyldiphenylamine and 3 ml. of acetic anhydride was gently heated for 5 hours and then allowed to stand overnight. The product, 7-[4-(diethylamino)phenyl]-7-[bis(4-octylphenyl)amino]furo[3,4-b]pyrazine-5(7H)-one was isolated by column chromatography followed by crystallization from hexane to give a peach solid, m.p. 180°-181° C. A toluene solution of this product contacted with acidic clay or phenolic resin developed a red image.

Workup

additionA mixture containing 0.15 g

Sources & evidence

ORD record: ord-ee3aa17f0c8b4093b742211a4afbb2ab
Source dataset: uspto-grants-1980_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04211872

Reaction notes

Loading…