Benzyl Bromide → 3-Benzylamino-4-(beta-phenylethylamino)-5-sulphamyl-benzoic acid

HRID 918680ノート

反応式

HRID 918680 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:20](=[O:23])(=[O:22])[NH2:21])[C:10]=1[NH:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:5]([OH:7])=[O:6].[CH2:24](Br)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)C>[CH2:24]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([S:20](=[O:23])(=[O:22])[NH2:21])[C:10]=1[NH:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:5]([OH:7])=[O:6])[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

参加物

4

反応物 2

HCID 7498Benzyl BromideHCID 125913993-Amino-4-(beta-phenylethylamino)-5-sulphamyl-benzoic acid

生成物 1

HCID 215059893-Benzylamino-4-(beta-phenylethylamino)-5-sulphamyl-benzoic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 3-amino-4-(β-phenylethylamino)-5-sulphamyl-benzoic acid (3.35 g), benzyl bromide (5.3 g), and anhydrous ethanol (30 ml) was refluxed for 48 hours. After cooling, the precipitated ethyl ester was collected by suction, recrystallized from ethanol and saponified by heating in 1N sodium hydroxide (30 ml) for 1 hour. The 3-benzylamino-4-(β-phenylethylamino)-5-sulphamyl-benzoic acid was precipitated at room temperature by addition of 4N hydrochloric acid until the pH was 2.5. After recrystallization from aqueous ethanol, the compound was obtained with a melting point of 203°C.

後処理

  1. temperaturewas refluxed for 48 hours
  2. temperatureAfter cooling
  3. customthe precipitated ethyl ester was collected by suction
  4. customrecrystallized from ethanol
  5. temperaturesaponified by heating in 1N sodium hydroxide (30 ml) for 1 hour
  6. customThe 3-benzylamino-4-(β-phenylethylamino)-5-sulphamyl-benzoic acid was precipitated at room temperature by addition of 4N hydrochloric acid until the pH was 2.5
  7. customAfter recrystallization from aqueous ethanol
  8. customthe compound was obtained with a melting point of 203°C.

出典と根拠

ORDレコード
ord-2cf7ce1fc3b34b27997cf0097ccf2338
出典データセット
uspto-grants-1976_07
特許番号
US03971819

反応ノート

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