HCID 22406968, compound → HCID 22406951, compound

HRID 440329Notes

Reaction equation

HRID 440329 reaction equation
[OH:1][CH:2]([C:9]1[S:10][C:11]([S:14]([NH2:17])(=[O:16])=[O:15])=[CH:12][N:13]=1)[CH2:3][CH2:4][CH2:5][N:6]([CH3:8])[CH3:7]>C1COCC1.O=[Mn]=O>[O:1]=[C:2]([C:9]1[S:10][C:11]([S:14]([NH2:17])(=[O:16])=[O:15])=[CH:12][N:13]=1)[CH2:3][CH2:4][CH2:5][N:6]([CH3:7])[CH3:8]

Participants

4

Reactant 1

HCID 22406968HCID 22406968, compound

Product 1

HCID 22406951HCID 22406951, compoundYield 35.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2-(1-hydroxy-4-(N,N-dimethylamino)butyl)-5-thiazole sulfonamide (0.35 mmol, 0.098 g) and MnO2 (5.27 mmol, 0.46 g) in THF was stirred at rt overnight. The mixture was filtered through celite and the solvent removed. The residue was subjected to flash chromatography (10% MeOH/NH3 /CHCl3) to afford 34.4 mg (35%) of 2-(1-keto-4-(N,N-dimethylamino)butyl)-5-thiazole sulfonamide.

Workup

  1. filtrationThe mixture was filtered through celite
  2. customthe solvent removed

Sources & evidence

ORD record
ord-0a64384ff038456d8950178fd641ec8b
Source dataset
uspto-grants-1996_05
Patent number
US05519040

Reaction notes

Loading…