2,5-Dianilinoterephthalic acid → Quinacridone

HRID 378533

Reaction equation

[C:1]1([NH:7][C:8]2[CH:16]=[C:15]([C:17](O)=[O:18])[C:14]([NH:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:13][C:9]=2[C:10](O)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O>[CH:24]1[CH:25]=[C:26]2[C:17]([C:15]3[C:14]([NH:20][C:21]2=[CH:22][CH:23]=1)=[CH:13][C:9]1[C:10]([C:6]2[C:1]([NH:7][C:8]=1[CH:16]=3)=[CH:2][CH:3]=[CH:4][CH:5]=2)=[O:11])=[O:18]

Participants

Conditions

Temperature: 80 °C

Procedure

To 120.0 g of polyphosphoric acid (116%) was added with stirring 20.0 g (57.4 mmol) of 2,5-bis(phenylamino)terephthalic acid. The stirred mixture was irradiated in the microwave oven for 1.5 minutes. The reaction mixture was cooled to 80° C. and added with stirring to 1.0 liter of water. The resultant slurry was stirred for 30 minutes, after which the solid component was collected by filtration and washed with 6.0 liters of water. The presscake was dried overnight in an oven at 60° C. to give 17.9 g of crude quinacridone (C. I. Pigment Violet 19) (100% yield).

Workup

customThe stirred mixture was irradiated in the microwave oven for 1.5 minutes
additionadded
filtrationafter which the solid component was collected by filtration
washwashed with 6.0 liters of water
customThe presscake was dried overnight in an oven at 60° C.

Sources & evidence

ORD record: ord-b2333242bbf04797a8350addf14491bd
Source dataset: uspto-grants-2000_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06031100

Linked notes

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