Epibromohydrin → 1,4-Bis(3-bromo-2-hydroxypropylamino)-9,10-anthracenedione

HRID 1110434

反応式

HRID 1110434 の反応式
[NH2:1][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]([NH2:18])=[CH:4][CH:3]=1.[CH2:19]([CH:21]1[O:23][CH2:22]1)[Br:20]>C(O)(=O)C.O>[Br:20][CH2:19][CH:21]([OH:23])[CH2:22][NH: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]([NH:18][CH2:22][CH:21]([OH:23])[CH2:19][Br:20])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 18430Epibromohydrin2 回HCID 31420Disperse Violet 1

生成物 1

HCID 221555761,4-Bis(3-bromo-2-hydroxypropylamino)-9,10-anthracenedione収率 209.3%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒2 回HCID 962Water溶媒2 回

反応条件

温度
80 °C

実験手順

1,4-Diaminoanthraquinone (2,5 g, 10.49 mmole) was slurried in 20 ml of glacial acetic acid. Water (1.8 ml) was added, followed by epibromohydrin (0.76 ml, 8.88 mmol). The mixture was heated to 80° C. The remaining epibromohydrin (2.24 ml, 26.18 mmol) was dripped in slowly during 5 hours, while the reaction temperature was held at 80° C. After the addition was complete, the 80° C. temperature was maintained for an additional 2 hours for a total of 7 hours. The reaction mixture was diluted with 20 ml of acetic acid and 28 ml of water. After stirring for a few minutes, the resultant mixture was filtered and the filter-cake was rinsed with 20% aqueous acetic acid followed by water, then air dried. After further drying in vacuo over P2O5, 4.76 g of 1,4-bis(3-bromo-2-hydroxypropylamino)-9,10-anthracenedione was obtained.

後処理

  1. customslowly during 5 hours
  2. customwas held at 80° C
  3. additionAfter the addition
  4. temperaturethe 80° C. temperature was maintained for an additional 2 hours for a total of 7 hours
  5. filtrationthe resultant mixture was filtered
  6. washthe filter-cake was rinsed with 20% aqueous acetic acid
  7. customair dried
  8. dry with materialAfter further drying in vacuo over P2O5

出典と根拠

ORDレコード
ord-b75fe052d6cd453da53d7b1efc6bc3ca
出典データセット
uspto-grants-1990_12
特許番号
US04975459

関連ノート

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