Ethanol → 5-dimethylamino-N-(5-carboxy-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide

HRID 1623Notes

Reaction equation

HRID 1623 reaction equation
[CH3:1][N:2]([CH3:30])[C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[C:8]2[S:13]([NH:16][C:17]1[C:25]2[C:21](=[N:22][O:23][N:24]=2)[CH:20]=[C:19](CC)[C:18]=1[C:28]#N)(=[O:15])=[O:14].[OH-:31].[K+].[CH2:33]([OH:35])[CH3:34]>O>[CH3:1][N:2]([CH3:30])[C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[C:8]2[S:13]([NH:16][C:17]1[C:25]2[C:21](=[N:22][O:23][N:24]=2)[CH:20]=[C:19]([CH2:18][CH3:28])[C:34]=1[C:33]([OH:31])=[O:35])(=[O:15])=[O:14]

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 196919295-dimethylamino-N-(5-cyano-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide

Product 1

HCID 196919355-dimethylamino-N-(5-carboxy-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1 g of 5-dimethylamino-N-(5-cyano-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide and 0.7 g of potassium hydroxide in 20 ml of ethanol and 5 ml of water is bailed with stirring for 8 hours. The solvents are removed, the residue is dissolved in water and treated with hydrochloric acid and 5-dimethylamino-N-(5-carboxy-6-ethyl-2,1,3-benzoxadiazol-4-yl)-1-naphthalenesulfonamide is obtained.

Workup

  1. customThe solvents are removed
  2. dissolutionthe residue is dissolved in water
  3. additiontreated with hydrochloric acid

Sources & evidence

ORD record
ord-f96c52e9536a47d1afa277c765192b43
Source dataset
uspto-grants-1998_03
Patent number
US05726194

Reaction notes

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