Sodium Carbonate → HCID 14099940, compound

HRID 34435Notes

Reaction equation

HRID 34435 reaction equation
Cl.Cl[CH:3]([C:17]1[CH:18]=[CH:19][C:20]([CH3:27])=[C:21]([S:23]([NH2:26])(=[O:25])=[O:24])[CH:22]=1)[CH2:4][NH:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[O:15][CH3:16].C(=O)([O-])[O-].[Na+].[Na+]>C(OCC)(=O)C>[CH3:16][O:15][C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][N:5]1[CH2:4][CH:3]1[C:17]1[CH:18]=[CH:19][C:20]([CH3:27])=[C:21]([S:23]([NH2:26])(=[O:25])=[O:24])[CH:22]=1

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 131062635-{1-Chloro-2-[2-(2-methoxyphenoxy)ethylamino]ethyl}-2-methylbenzenesulfonamide hydrochloride

Product 1

HCID 14099940HCID 14099940, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

In 50 ml of ethyl acetate was suspended 4.35 g (0.01 mole) of 5-{1-chloro-2-[2-(2-methoxyphenoxy)ethylamino]ethyl}-2-methylbenzenesulfonamide hydrochloride and then 50 ml of an aqueous 10% sodium carbonate solution was added to the suspension with stirring. After further stirring overnight vigorously, the reaction mixture was recovered by decantation. After removing inorganic matter by passing the ethyl acetate layer thus recovered through a silica gel column (50 ml of silica gel), the reaction product was evaporated to dryness to provide 3.2 g (88%) of colorless resinous 5-{1-[2-(2-methoxyphenoxy)ethyl]aziridin-2-yl}-2-methylbenzenesulfonamide.

Workup

  1. stirringAfter further stirring overnight vigorously
  2. customthe reaction mixture was recovered by decantation
  3. customAfter removing inorganic matter
  4. customthus recovered through a silica gel column (50 ml of silica gel)
  5. customthe reaction product was evaporated to dryness

Sources & evidence

ORD record
ord-4dd5d7554c294b81a2e453507642d7df
Source dataset
uspto-grants-1988_08
Patent number
US04761500

Reaction notes

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