2-Methoxyaniline → HCID 21836004, compound

HRID 1739622Notes

Reaction equation

HRID 1739622 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]=1[F:20].[CH3:21][O:22][C:23]1[C:24]([NH2:29])=[CH:25][CH:26]=[CH:27][CH:28]=1>>[CH3:21][O:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[NH:29][C:4]1[C:3]([F:20])=[C:2]([F: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]=1[F:18]

Participants

3

Procedure

2 g of 1,2,3,4-Tetrafluoroanthraquinone and 25 g of o-anisidine were charged in a 50 cc, four necked flask and then the reaction was carried out at 50° C. for about 4 hours. After completion of reaction, o-anisidine 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 1.91 g of 2-(o-methoxyanilino)-1,3,4-trifluoroanthraquinone (Dye 6') (yield 69.8 mol %) and 0.85 g of 2,3,-bis(o-methoxyanilino-1,4-difluoroanthraquinone (Dye 19') (yield 24.5 mol %). The physical properties of Dye 6' and analytical values defining the compound are tabulated in Table 23 and the physical properties of Dye 19' 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-b83d4607ee734d9a8b36b9a7b68ee621
Source dataset
uspto-grants-1999_10
Patent number
US05968688

Reaction notes

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