Ethanol → Ethyl 3-benzylamino-5-nitro-4-phenylbenzoate

HRID 1605543ノート

反応式

HRID 1605543 の反応式
[NH2:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:17]([O-:19])=[O:18])[C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]([OH:7])=[O:6].[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[CH2:28](O)[CH3:29]>>[CH2:20]([NH:1][C:2]1[CH:3]=[C:4]([CH:8]=[C:9]([N+:17]([O-:19])=[O:18])[C:10]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]([O:7][CH2:28][CH3:29])=[O:6])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

4

反応物 3

HCID 702EthanolHCID 7498Benzyl Bromide2 回HCID 124087693-Amino-5-nitro-4-phenylbenzoic acid

生成物 1

HCID 21546889Ethyl 3-benzylamino-5-nitro-4-phenylbenzoate

実験手順

A mixture of 3-amino-5-nitro-4-phenylbenzoic acid (4.0 g), benzylbromide (4.0 ml), and ethanol (40 ml) is refluxed for 40 hours. After 16 and 24 hours additional amounts of benzylbromide (each portion 2.0 ml) are added. After cooling, the mixture is evaporated in vacuo and the obtained crude ethyl 3-benzylamino-5-nitro-4-phenylbenzoate is saponified by heating with a mixture of 2 N sodium hydroxide (25 ml) and ethanol (25 ml) for about 1 hour. The cooled mixture is acidified with acetic acid (5 ml) and diluted with water (15 ml). After cooling at about 5° C for 48 hours, the resulting precipitate is collected by filtration, washed with water and dried. After recrystallization from aqueous ethanol, 3-benzylamino-5-nitro-4-phenylbenzoic acid is obtained with a melting point of 188°-189° C.

後処理

  1. temperatureis refluxed for 40 hours
  2. temperatureAfter cooling
  3. customthe mixture is evaporated in vacuo

出典と根拠

ORDレコード
ord-bea3b2f74ac64d7e9780887f3e1ef765
出典データセット
uspto-grants-1976_04
特許番号
US03950380

反応ノート

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