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

HRID 647222노트

반응식

HRID 647222 반응식
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]

참가 물질

5

반응물 4

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

생성물 1

HCID 204858732-Amino-5-nitrobenzene-1,3-diol수율 86.4%

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-a7f269829a454e719b01220386c8464b
출처 데이터셋
uspto-grants-1983_10
특허 번호
US04407930

반응 노트

불러오는 중…