反应 #2568

ord-4df58d28e9e34965aa240b18daf00714

反应方程式

O
water
COc1ccccc1N(CCN1CCC(C(=O)c2ccc(F)cc2)CC1)S(=O)(=O)c1ccc(C=O)cc1
N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-formyl-N-(2-methoxyphenyl)benzenesulfonamide
Cl.NO
hydroxyamine hydrochloride
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
COc1ccccc1N(CCN1CCC(C(=O)c2ccc(F)cc2)CC1)S(=O)(=O)C1=CCC(=NO)C=C1
title compound
收率 102.7%
COc1ccccc1N(CCN1CCC(C(=O)c2ccc(F)cc2)CC1)S(=O)(=O)C1=CCC(=NO)C=C1
N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-(N-hydroxyimino)-N-(2-methoxyphenyl)benzenesulfonamide
收率 102.7%

溶剂

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他ethanol was removed by evaporation
  2. 2
    workup.ADDITIONthe resulting residue was mixed with water (10 ml)
  3. 3
    其他to collect crystals
  4. 4
    过滤by filtration
  5. 5
    洗涤The thus collected crystals were washed with water and hexane
  6. 6
    workup.DISSOLUTIONdissolved in methylene chloride (50 ml)
  7. 7
    干燥dried on anhydrous sodium carbonate
  8. 8
    其他Thereafter, the solvent was removed by evaporation

实验过程

N-{2-[4-(4-Fluorobenzoyl)piperidino]ethyl}-4-formyl-N-(2-methoxyphenyl)benzenesulfonamide (63 mg, 0.12 mmol) and hydroxyamine hydrochloride (9.5 mg, 0.132 mmol) were dissolved in ethanol (2 ml) to which were subsequently added anhydrous sodium carbonate (14 mg, 0.132 mmol) and water (1 ml). After 1.5 hours of stirring at room temperature, ethanol was removed by evaporation, and the resulting residue was mixed with water (10 ml) to collect crystals by filtration. The thus collected crystals were washed with water and hexane, dissolved in methylene chloride (50 ml) and then dried on anhydrous sodium carbonate. Thereafter, the solvent was removed by evaporation to obtain 65 mg (100%) of the title compound in the form of colorless powder.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US05728835uspto-grants-1998_03