Sodium Dithionite → 5-Amino-3-benzylamino-4-phenylbenzoic acid

HRID 1605544ノート

反応式

HRID 1605544 の反応式
[CH2:1]([NH:8][C:9]1[CH:10]=[C:11]([CH:15]=[C:16]([N+:24]([O-])=O)[C:17]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(S([O-])=O)([O-])=O.[Na+].[Na+]>N1C=CC=CC=1.O>[NH2:24][C:16]1[C:17]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:9]([NH:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:10]=[C:11]([CH:15]=1)[C:12]([OH:14])=[O:13]

参加物

5

反応物 2

HCID 24489Sodium DithioniteHCID 124087723-Benzylamino-5-nitro-4-phenylbenzoic acid

生成物 1

HCID 124087755-Amino-3-benzylamino-4-phenylbenzoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1049Pyridine溶媒

実験手順

To a stirred solution of 3-benzylamino-5-nitro-4-phenylbenzoic acid (3.0 g) in a mixture of pyridine (15 ml) and water (15 ml), sodium dithionite (6.0 g) is added in portions during about 15 minutes. The mixture is heated on a steam bath for about 30 minutes, and is then evaporated in vacuo. The residue is treated with cold 1 N acetic acid (about 50 ml) and after cooling, the resulting precipitate is collected by filtration, washed with water and dried. After recrystallization twice from aqueous ethanol, 5-amino-3-benzylamino-4-phenylbenzoic acid is obtained with a melting point of 179°-181° C.

後処理

  1. additionis added in portions during about 15 minutes
  2. temperatureThe mixture is heated on a steam bath for about 30 minutes
  3. customis then evaporated in vacuo
  4. additionThe residue is treated with cold 1 N acetic acid (about 50 ml)
  5. temperatureafter cooling
  6. filtrationthe resulting precipitate is collected by filtration
  7. washwashed with water
  8. customdried
  9. customAfter recrystallization twice from aqueous ethanol

出典と根拠

ORDレコード
ord-9ccb8f0ee595416895333397c0f562a4
出典データセット
uspto-grants-1976_04
特許番号
US03950380

反応ノート

読み込み中…