Water → Ethyl 4-(cyclohexylamino)-3-nitrobenzoate

HRID 1280064

反応式

HRID 1280064 の反応式
Cl[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH:16]1([NH2:22])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.O>CS(C)=O>[CH2:9]([O:8][C:6](=[O:7])[C:5]1[CH:11]=[CH:12][C:2]([NH:22][CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[C:3]([N+:13]([O-:15])=[O:14])[CH:4]=1)[CH3:10]

参加物

5

反応物 3

HCID 962WaterHCID 7965CyclohexylamineHCID 1268247Ethyl 4-chloro-3-nitrobenzoate

生成物 1

HCID 5298559Ethyl 4-(cyclohexylamino)-3-nitrobenzoate収率 100.9%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
60 °C

実験手順

Ethyl 4-chloro-3-nitrobenzoate (20.00 g, 87 mmol) was dissolved in DMSO (50 mL) and cyclohexylamine (2.1 equiv. 21 mL, 183 mmol) was added and the mixture stirred at 60° C. for 5 h. After cooling to ambient temperature, the reaction mixture was added drop-wise with vigorous stirring to water (500 mL). After stirring for an additional 15 min, the precipitated solid was collected by filtration, washed with water and dried. The title compound (25.67 g, 100% yield) was obtained as a bright yellow solid.

後処理

  1. temperatureAfter cooling to ambient temperature
  2. additionthe reaction mixture was added drop-wise
  3. stirringAfter stirring for an additional 15 min
  4. filtrationthe precipitated solid was collected by filtration
  5. washwashed with water
  6. customdried

出典と根拠

ORDレコード
ord-d66cec2daf7f452096a498c860b17aca
出典データセット
uspto-grants-2002_09
特許番号
US06448281B1

関連ノート

読み込み中…