Water → N1-[4-(5-isoquinolylsulfonyl)phenyl]acetamide

HRID 619718Notes

Reaction equation

HRID 619718 reaction equation
[CH:1]1[C:10]2[C:5](=[C:6]([S:11]([C:14]3[CH:20]=[CH:19][C:17]([NH2:18])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1.O.[C:22](OC(=O)C)(=[O:24])[CH3:23]>N1C=CC=CC=1>[CH:1]1[C:10]2[C:5](=[C:6]([S:11]([C:14]3[CH:20]=[CH:19][C:17]([NH:18][C:22](=[O:24])[CH3:23])=[CH:16][CH:15]=3)(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][N:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 21846995HCID 21846995, compound

Product 1

HCID 15435686N1-[4-(5-isoquinolylsulfonyl)phenyl]acetamideYield 44.3%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

4-(5-Isoquinolylsulfonyl)aniline 20 mg (0.1 mmol) was dissolved in a mixture solution of acetic anhydride 2 ml and pyridine 2 ml, the mixture was stirred overnight at room temperature, water was added to the reaction solution, and the solution was extracted with ethyl acetate. The organic layer was washed with saturated potassium hydrogensulfate and with saturated sodium hydrogencarbonate, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give N1-[4-(5-isoquinolylsulfonyl)phenyl]acetamide 10 mg (44.3%)

Workup

  1. extractionthe solution was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated potassium hydrogensulfate and with saturated sodium hydrogencarbonate
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ca7d9bb79b48448b8509309580b6ebee
Source dataset
uspto-grants-1999_09
Patent number
US05959107

Reaction notes

Loading…