4-Aminobenzonitrile → HCID 21836017, compound

HRID 1739625Notes

Reaction equation

HRID 1739625 reaction equation
[F:1][C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:7](=[O:17])[C:6]=2[C:5]([F:18])=[C:4](F)[C:3]=1F.[C:21]([C:23]1[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=1)#[N:22]>>[C:21]([C:23]1[CH:29]=[CH:28][C:26]([NH:27][C:4]2[C:3]([NH:27][C:26]3[CH:28]=[CH:29][C:23]([C:21]#[N:22])=[CH:24][CH:25]=3)=[C:2]([F:1])[C:15]3[C:14](=[O:16])[C:13]4[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=4)[C:7](=[O:17])[C:6]=3[C:5]=2[F:18])=[CH:25][CH:24]=1)#[N:22]

Participants

3

Reactant 2

HCID 133964-Aminobenzonitrile2×HCID 2833793HCID 2833793, compound

Product 1

HCID 21836017HCID 21836017, compound

Procedure

1,2,3,4-Tetrafluoroanthraquinone and 25 g of p-cyanoaniline were charged in a 50 cc, four necked flask and then the reaction was carried out at 150° C. for about 3 hours. After completion of reaction, p-cyanoaniline was distilled out from the reaction solution and then a column purification using a column with a silica gel was effected to give rise to 2.46 g of 2,3-bis(p-cyanoanilino)-1,4-difluoroanthraquinone (Dye 18') (yield 72,3 mol %). The physical properties of Dye 18' and analytical values defining the compound are tabulated in table 23.

Workup

  1. distillationwas distilled out from the reaction solution
  2. customa column purification

Sources & evidence

ORD record
ord-b4d99ba874ff4c5084361b4d524d42f3
Source dataset
uspto-grants-1999_10
Patent number
US05968688

Reaction notes

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