3-Fluoroaniline → Ethyl 3-{[(3-fluorophenyl)amino]sulfonyl}benzoate

HRID 400497ノート

反応式

HRID 400497 の反応式
Cl[S:2]([C:5]1[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=1)[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:4])=[O:3].[F:16][C:17]1[CH:18]=[C:19]([CH:21]=[CH:22][CH:23]=1)[NH2:20]>CN(C)C(=O)C.C(OCC)(=O)C>[F:16][C:17]1[CH:18]=[C:19]([NH:20][S:2]([C:5]2[CH:6]=[C:7]([CH:13]=[CH:14][CH:15]=2)[C:8]([O:10][CH2:11][CH3:12])=[O:9])(=[O:4])=[O:3])[CH:21]=[CH:22][CH:23]=1

参加物

5

反応物 2

HCID 97423-FluoroanilineHCID 19790734Ethyl 3-(chlorosulfonyl)benzoate

生成物 1

HCID 66676257Ethyl 3-{[(3-fluorophenyl)amino]sulfonyl}benzoate

試薬・触媒・溶媒 2

HCID 8857Ethyl Acetate溶媒HCID 31374Dimethylacetamide溶媒

実験手順

To ethyl 3-(chlorosulfonyl)benzoate (1.0 g, 4.02 mmol) in N,N-dimethylacetamide (5 mL) was added 3-fluoroaniline (1.79 g, 16.08 mmol) dropwise over 30 seconds at room temperature. The mixture was stirred at room temperature for 4 hours, and then it was diluted with ethyl acetate (33 mL). The organic solution was washed with 1 N HCl (2×13 mL) and saturated NaCl (13 mL). The organic layer was concentrated, ethanol (8 mL) was added, and the mixture concentrated to give ethyl 3-{[(3-fluorophenyl)amino]sulfonyl}benzoate.

後処理

  1. washThe organic solution was washed with 1 N HCl (2×13 mL) and saturated NaCl (13 mL)
  2. concentrationThe organic layer was concentrated
  3. additionethanol (8 mL) was added
  4. concentrationthe mixture concentrated

出典と根拠

ORDレコード
ord-f896e632fd804ba688d51cd047055110
出典データセット
uspto-grants-2014_06
特許番号
US08741899B2

反応ノート

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