Sulfuric Acid → 2-Amino-5-nitrobenzene-1,3-diol

HRID 647222ノート

反応式

HRID 647222 の反応式
S([O:11][C:12]1[CH:28]=[C:27]([N+:29]([O-:31])=[O:30])[CH:26]=[C:14]([O:15]S(C2C=CC(C)=CC=2)(=O)=O)[C:13]=1[NH:32]C(=O)C)(C1C=CC(C)=CC=1)(=O)=O.S(=O)(=O)(O)O.[OH-].[Na+].C(=O)(O)[O-].[Na+]>>[NH2:32][C:13]1[C:14]([OH:15])=[CH:26][C:27]([N+:29]([O-:31])=[O:30])=[CH:28][C:12]=1[OH:11]

参加物

5

反応物 4

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 714103122-Acetamido-5-nitroresorcinol ditosylate

生成物 1

HCID 204858732-Amino-5-nitrobenzene-1,3-diol収率 86.4%

実験手順

2-Acetamido-5-nitroresorcinol ditosylate (9.0 g, 0.017 mole) was added to cold sulfuric acid (25 ml, at or below 10° C.). The mixture was stirred cold an additional fifteen minutes and then at ambient temperature for 1.5 hours. The mixture was then poured into 250 ml ice water and sodium hydroxide (30 g, 0.75 mole) was slowly added. The mixture was then treated with sodium bicarbonate until it was no longer acidic, and aqueous solution was extracted twice with ethyl acetate (150 ml). The extracts were combined, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure to yield a light yellow solid (2.5 g, 86.2 percent). TLC showed the product was pure.

後処理

  1. additionwas slowly added
  2. extractionaqueous solution was extracted twice with ethyl acetate (150 ml)
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-a7f269829a454e719b01220386c8464b
出典データセット
uspto-grants-1983_10
特許番号
US04407930

反応ノート

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