2,5-Di-p-toluidinoterephthalic acid → 5,12-Dihydro-2,9-dimethylquino(2,3-b)acridine-7,14-dione

HRID 1291946Notes

Reaction equation

HRID 1291946 reaction equation
[CH3:1][C:2]1[CH:28]=[CH:27][C:5]([NH:6][C:7]2[CH:15]=[C:14]([C:16]([OH:18])=O)[C:13]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=3)=[CH:12][C:8]=2[C:9](O)=[O:10])=[CH:4][CH:3]=1.CC1C(C)=C(NS(C2C=CC(NC3C=C(C(O)=O)C(NC4C=CC(S(=O)(=O)NC5ON=C(C)C=5C)=CC=4)=CC=3C(O)=O)=CC=2)(=O)=O)ON=1>>[CH3:1][C:2]1[CH:28]=[CH:27][C:5]2[NH:6][C:7]3[C:8]([C:9](=[O:10])[C:4]=2[CH:3]=1)=[CH:12][C:13]1[NH:19][C:20]2[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][C:21]=2[C:16](=[O:18])[C:14]=1[CH:15]=3

Participants

3

Reactant 2

HCID 825242,5-Di-p-toluidinoterephthalic acidHCID 189137082,5-Bis[4-(3,4-dimethyl-5-isoxazolyl)sulfamoylanilino]terephthalic acid

Product 1

HCID 704235,12-Dihydro-2,9-dimethylquino(2,3-b)acridine-7,14-dione

Procedure

Pigmentary 2,9-dimethylquinacridone was prepared exactly as described in comparison Example 1 except that 10% by weight, relative to the 2,5-di(4-methylanilino)terephthalic acid, of 2,5-bis[4-(3,4-dimethyl-5-isoxazolyl)sulfamoylanilino]terephthalic acid (6.8 g) was included in the ring-closure reaction. 2,9-Dimethylquinacridone (59 g) was obtained as a magenta pigment.

Workup

  1. customPigmentary 2,9-dimethylquinacridone was prepared exactly
  2. customwas included in the ring-closure reaction

Sources & evidence

ORD record
ord-2828cd0ae2f244e0b653849b0add670f
Source dataset
uspto-grants-1998_05
Patent number
US05755873

Reaction notes

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