Hydrazine hydrate (1:1) → Benzofuran-7-amine

HRID 22768ノート

反応式

HRID 22768 の反応式
O.NN.[N+:4]([C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[CH:9][CH:8]=1)([O-])=O>[Ni].CO>[NH2:4][C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[CH:9][CH:8]=1

参加物

5

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 112866387-Nitrobenzofuran

生成物 1

HCID 11217277Benzofuran-7-amine収率 98%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

反応条件

温度
55 °C

実験手順

Hydrazine hydrate (0.45 ml) was added dropwise to a stirred mixture of 7-nitrobenzofuran (J. Med. Chem., 1988, 31, 1934; 0.5 g), Raney nickel (0.02 g) and methanol (9 ml) that had been warmed to 55° C. The resultant mixture was heated to reflux for 30 minutes. The catalyst was removed by filtration and the filtrate was evaporated. The residue was partitioned between methylene chloride and water. The organic phase was dried over magnesium sulphate and evaporated to give 7-aminobenzofuran (0.4 g) as an oil; NMR Spectrum: (DMSOd6) 5.25 (br s, 2H), 6.55 (d, 1H), 6.8 (m, 2H), 6.9 (t, 1H), 7.85 (d, 1H).

後処理

  1. temperatureto reflux for 30 minutes
  2. customThe catalyst was removed by filtration
  3. customthe filtrate was evaporated
  4. customThe residue was partitioned between methylene chloride and water
  5. dry with materialThe organic phase was dried over magnesium sulphate
  6. customevaporated

出典と根拠

ORDレコード
ord-2418f709c5754a30a206eaf6238017a7
出典データセット
uspto-grants-2005_02
特許番号
US06849625B2

反応ノート

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