HCID 10593300, 화합물 → 2-Amino-4,6-dibromo-3-hydroxybenzoic acid

HRID 259926노트

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HRID 259926 반응식
[Br:1][C:2]1[CH:10]=[C:9]([Br:11])[C:5]([C:6]([OH:8])=[O:7])=[C:4]([N+:12]([O-])=O)[C:3]=1[OH:15]>CCO>[Br:1][C:2]1[C:3]([OH:15])=[C:4]([NH2:12])[C:5](=[C:9]([Br:11])[CH:10]=1)[C:6]([OH:8])=[O:7]

참가 물질

3

반응물 1

HCID 10593300HCID 10593300, 화합물

생성물 1

HCID 99048002-Amino-4,6-dibromo-3-hydroxybenzoic acid수율 67.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

4,6-Dibromo-3-hydroxy-2-nitrobenzoic acid (4.09 g, 12 mmol) and PtS2 (160 mg, 0.62 mmol) in EtOH (150 mL) was hydrogenated at atmospheric pressure and room temperature for 45 h. Filtration and evaporation of the filtrate gave a crude product (3.69 g) which was purified by flash chromatography (SiO2, toluene-EtOAc). Treatment with activated charcoal in MeOH and crystallization from MeOH/H2O gave the title compound (2.51 g). Mp: 162°-164.5° C. 1H NMR (DMSO-d6): δ6.96 (s, 1H). 13C NMR (DMSO-d6): δ167.69, 140.56, 139.95, 121.81, 117.23, 112.53, 110.45. MS (EI, 70 ev): m/z (rel. int.) 309, 311, 313 (M+, 36, 72, 34).

후처리

  1. filtrationFiltration and evaporation of the filtrate
  2. customgave a crude product (3.69 g) which
  3. customwas purified by flash chromatography (SiO2, toluene-EtOAc)
  4. customTreatment with activated charcoal in MeOH and crystallization from MeOH/H2O

출처 및 근거

ORD 기록
ord-758b5b8fc2444b339eefa4f8a616ec94
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05523475

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