Sodium Hydroxide → 2-Anthracenecarboxylic acid, 1-amino-9,10-dihydro-9,10-dioxo-

HRID 2071313

反応式

HRID 2071313 の反応式
[N+:1]([C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[CH:7]=[CH:6][C:5]=1[C:20]([OH:22])=[O:21])([O-])=O.[OH-].[Na+].[H][H]>[C].[Pd]>[NH2:1][C:4]1[C:17]2[C:16](=[O:18])[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=[O:19])[C:8]=2[CH:7]=[CH:6][C:5]=1[C:20]([OH:22])=[O:21]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 314131-Nitroanthraquinone-2-carboxylic acidHCID 178418361HCID 178418361、化合物

生成物 1

HCID 67012-Anthracenecarboxylic acid, 1-amino-9,10-dihydro-9,10-dioxo-収率 91.3%

試薬・触媒・溶媒 1

HCID 178418390HCID 178418390、化合物触媒

実験手順

A 500 ml. electromagnetically stirred glass reactor was charged with 5.0 g (0.0168 mole) of 1-nitro-2-carboxyanthraquinone, 100 g of a 4% aqueous solution of sodium hydroxide and 0.25 g of 5% palladium-carbon. The inside of the reactor was purged with hydrogen, and the 1-nitro-2-carboxyanthraquinone was hydrogenated at 50° C. with stirring. In 5 hours, 0.0504 mole of hydrogen was absorbed, whereupon the reaction was stopped. The reaction mixture was filtered to separate the catalyst. The filtrate was oxidized with air with stirring at 20° to 30° C. for 2 hours, and then neutralized with 20% sulfuric acid to a pH of 2 to 3. The crystals precipitated were filtered, washed with water, and dried to afford 4.1 g of 1-amino-2-carboxyanthraquinone in a yield of 91.3%.

後処理

  1. customThe inside of the reactor was purged with hydrogen
  2. customwas hydrogenated at 50° C.
  3. filtrationThe reaction mixture was filtered
  4. customto separate the catalyst
  5. stirringwith stirring at 20° to 30° C. for 2 hours
  6. customThe crystals precipitated
  7. filtrationwere filtered
  8. washwashed with water
  9. customdried

出典と根拠

ORDレコード
ord-b7b4ae0a3b184a14b2178241f2244a20
出典データセット
uspto-grants-1977_09
特許番号
US04046785

関連ノート

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