Sodium Hydroxide → HCID 20465938, compound

HRID 1904014Notes

Reaction equation

HRID 1904014 reaction equation
C(O)(=O)C(O)=O.[CH2:7]([S:11]([NH:14][C:15]1[CH:16]=[C:17]([CH:34]=[CH:35][CH:36]=1)[C:18]([NH:20][CH2:21][CH2:22][S:23][CH2:24][C:25]1[O:26][C:27]([CH2:30][N:31]([CH3:33])[CH3:32])=[CH:28][CH:29]=1)=[O:19])(=[O:13])=[O:12])[CH2:8][CH2:9][CH3:10].[OH-].[Na+]>O>[CH2:7]([S:11]([NH:14][C:15]1[CH:16]=[C:17]([CH:34]=[CH:35][CH:36]=1)[C:18]([NH:20][CH2:21][CH2:22][S:23][CH2:24][C:25]1[O:26][C:27]([CH2:30][N:31]([CH3:33])[CH3:32])=[CH:28][CH:29]=1)=[O:19])(=[O:12])=[O:13])[CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20465937HCID 20465937, compound

Product 1

HCID 20465938HCID 20465938, compoundYield 89.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 2 g of 3-butanesulfonamido-N-[2-(5-dimethylaminomethylfuran-2-ylmethylthio)ethyl]benzamide oxalate in 10 ml of water there is added sodium hydroxide until a strong basic reaction is obtained. The mixture is extracted with a mixture ethyl acetate:ethanol 9:1, the organic phase is dried over anhydrous sodium sulfate and evaporated to dryness. Thus, there is obtained 1.5 g of 3-butanesulfonamido-N-[2-(5-dimethylaminomethylfuran-2-ylmethylthio)ethyl]benzamide as an oily yellowish product.

Workup

  1. customuntil a strong basic reaction
  2. customis obtained
  3. extractionThe mixture is extracted with a mixture ethyl acetate:ethanol 9:1
  4. dry with materialthe organic phase is dried over anhydrous sodium sulfate
  5. customevaporated to dryness

Sources & evidence

ORD record
ord-547ef0dbab1645648690e0fc87621e82
Source dataset
uspto-grants-1984_03
Patent number
US04439444

Reaction notes

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