Diisopropylaniline → HCID 21836002, compound

HRID 1739628Notes

Reaction equation

HRID 1739628 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.[CH:21]([C:24]1[CH:30]=[CH:29][CH:28]=[C:27]([CH:31]([CH3:33])[CH3:32])[C:25]=1[NH2:26])([CH3:23])[CH3:22]>>[CH:31]([C:27]1[CH:28]=[CH:29][CH:30]=[C:24]([CH:21]([CH3:23])[CH3:22])[C:25]=1[NH:26][C:3]1[C:4]([NH:26][C:25]2[C:27]([CH:31]([CH3:32])[CH3:33])=[CH:28][CH:29]=[CH:30][C:24]=2[CH:21]([CH3:23])[CH3:22])=[C:5]([F:18])[C:6]2[C:7](=[O:17])[C:8]3[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=3)[C:14](=[O:16])[C:15]=2[C:2]=1[F:1])([CH3:33])[CH3:32]

Participants

3

Reactant 2

HCID 32484Diisopropylaniline2×HCID 2833793HCID 2833793, compound

Product 1

HCID 21836002HCID 21836002, compoundYield 69.7%

Procedure

2 g of 1,2,3,4-Tetrafluoroanthraquinone and 25 g of 2,6-diisopropylaniline were charged in a 50 cc, four necked flask and the reaction was carried out at 180° C. for about 6 hours. After completion of reaction, 2,6-diisopropylaniline was distilled out from the reaction solution and a column purification using a column with a silica gel was effected to give rise to 2.96 g of 2,3-bis(2,6-diisopropylanilino)-1,4-difluoroanthraquinone (Dye 24') (yield 69.7 mol %). The physical properties of Dye 24' and analytical values defining the compound are tabulated in Table 24.

Workup

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

Sources & evidence

ORD record
ord-96b12216e9514f85baf0e0dd42bcf5e1
Source dataset
uspto-grants-1999_10
Patent number
US05968688

Reaction notes

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