HCID 10593300、化合物 → 2-Amino-4,6-dibromo-3-hydroxybenzoic acid

HRID 1418530ノート

反応式

HRID 1418530 の反応式
[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]

参加物

3

反応物 1

HCID 10593300HCID 10593300、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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 NMP (DMSO-d6): δ 6.96 (s, 1 H). 13C NMR (DMSO-d6): δ 167.69, 140.56, 139.95, 121.81, 117.23, 112.53, 110.45. MS(EI, 70ev): m/z (rel. int.) 309, 311, 313 (M+, 36, 72, 34).

後処理

  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

出典と根拠

ORDレコード
ord-2a61951816b340d49ab2810df6f22d8b
出典データセット
uspto-grants-1999_03
特許番号
US05883129

反応ノート

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