Toluene → 1-Aminoanthraquinone

HRID 622322ノート

反応式

HRID 622322 の反応式
[N+:1]([C:4]1[CH:17]=[CH:16][CH:15]=[C:14]2[C:5]=1[C:6](=[O:19])[CH:7]1[CH:12]([C:13]2=[O:18])[CH2:11][CH:10]=[CH:9][CH2:8]1)([O-])=O.C1(C)C=CC=CC=1.[SH-].[Na+]>O>[NH2:1][C:4]1[C:5]2[C:6](=[O:19])[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[C:13](=[O:18])[C:14]=2[CH:15]=[CH:16][CH:17]=1

参加物

5

反応物 3

HCID 1140TolueneHCID 28015Sodium hydrosulfideHCID 108689405-Nitro-1,4,4a,9a-tetrahydroanthraquinone

生成物 1

HCID 67101-Aminoanthraquinone収率 99%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
160 °C

実験手順

A 2 liter autoclave equipped with anchor stirrer is charged with 64.3 parts of 5-nitro-1,4,4a,9a-tetrahydroanthraquinone, 750 parts of toluene, 250 parts of water and 8.8 parts of sodium bisulfide. With stirring, the phase mixture is heated to 160° C. under an excess pressure of 10 to 11 bar. Stirring is then discontinued and the lower layer is separated under this pressure. The upper phase is cooled to room temperature, whereupon the pure 1-aminoanthraquinone crystallises and is then isolated by filtration, washed with 75 parts of toluene and vaccum dried at 80° C. In the further batches, the bulk (e.g. 3/4) of the toluene-containing mother liquor is used instead of fresh toluene. In this manner 55 parts of 1-aminoanthraquinone in 99% purity are obtained, corresponding to a yield of about 99% of theory.

後処理

  1. customA 2 liter autoclave equipped with anchor stirrer
  2. stirringStirring
  3. customthe lower layer is separated under this pressure
  4. temperatureThe upper phase is cooled to room temperature, whereupon the pure 1-aminoanthraquinone
  5. customcrystallises
  6. customis then isolated by filtration
  7. washwashed with 75 parts of toluene and vaccum
  8. customdried at 80° C
  9. additionIn the further batches, the bulk (e.g. 3/4) of the toluene-containing mother liquor

出典と根拠

ORDレコード
ord-18c6fe837ea745d48877d1d50ffb1899
出典データセット
uspto-grants-1988_09
特許番号
US04770818

反応ノート

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