Hydrochloric Acid → 9,10-Anthracenedione, 2,3-dihydro-1,4,5,8-tetrahydroxy-

HRID 226251

反応式

HRID 226251 の反応式
N[C:2]1[C:15]2[C:14](=[O:16])[C:13]3[C:8](=[C:9](N)[CH:10]=[CH:11][C:12]=3[OH:17])[C:7](=[O:19])[C:6]=2[C:5]([OH:20])=[CH:4][CH:3]=1.S([O-])(O)=[O:22].[Na+].Cl.[OH-:27].[Na+]>>[CH2:4]1[C:5](=[O:20])[C:6]2[C:15](=[C:14]([OH:16])[C:13]3[C:8]([C:7]=2[OH:19])=[C:9]([OH:22])[CH:10]=[CH:11][C:12]=3[OH:17])[C:2](=[O:27])[CH2:3]1

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 673511,5-Diamino-4,8-dihydroxyanthraquinoneHCID 23665763Sodium Bisulfite

生成物 1

HCID 664859,10-Anthracenedione, 2,3-dihydro-1,4,5,8-tetrahydroxy-

実験手順

To crude 1,5-diamino-4,8-dihydroxyanthraquinone (11 g, 0.041 mol) was added NaOH (2.5 M, 200 mL) and the suspension was refluxed gently for 3 hours before it was allowed to cool down to room temperature. Sodium hydrogen sulphite (31.74 g, 0.182 mol) was added portionwise and the reaction mixture was refluxed again for 3 hours. It was cooled down to room temperature and was acidified with concentrated hydrochloric acid until pH 3. The precipitate was isolated by filtration and washed successively with cold water and then hot water. After lyophilisation overnight, the title compound was afforded as a crude brown solid (8 g, 73%). FAB MS, m/z(M+H)+ 251.

後処理

  1. temperaturethe suspension was refluxed gently for 3 hours before it
  2. temperaturethe reaction mixture was refluxed again for 3 hours
  3. temperatureIt was cooled down to room temperature
  4. customThe precipitate was isolated by filtration
  5. washwashed successively with cold water

出典と根拠

ORDレコード
ord-bfbc5450904d47cd921314288f591e6c
出典データセット
uspto-grants-2009_07
特許番号
US07557215B2

関連ノート

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