Potassium Carbonate → 4-(4-Nitro-benzyl)-thiomorpholine 1,1-dioxide

HRID 24919

Reaction equation

HRID 24919 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8]Br)=[CH:6][CH:5]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[NH:18]1[CH2:23][CH2:22][S:21](=[O:25])(=[O:24])[CH2:20][CH2:19]1>CC(C)=O>[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][N:18]2[CH2:23][CH2:22][S:21](=[O:25])(=[O:24])[CH2:20][CH2:19]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 660114-Nitrobenzyl bromideHCID 6484228Thiomorpholine 1,1-dioxide

Product 1

HCID 225697624-(4-Nitro-benzyl)-thiomorpholine 1,1-dioxide

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

8.6 g (40 mmol) of 4-nitrobenzylbromide are dissolved in 100 ml of acetone. 6.9 g (50 mmol) of potassium carbonate and 5.4 g (40 mmol) of thiomorpholine-1,1-dioxide are added. The reaction solution is stirred for 7 hours at ambient temperature. After the undissolved solids have been filtered off, the solution is concentrated by evaporation. The residue is divided between ethyl acetate and water. The organic phases are freed from solvent in vacuo. The product is triturated with ether and dried.

Workup

  1. filtrationAfter the undissolved solids have been filtered off
  2. concentrationthe solution is concentrated by evaporation
  3. customThe product is triturated with ether
  4. customdried

Sources & evidence

ORD record
ord-b6d7314026c24c77bd7ca76677a3d6c5
Source dataset
uspto-grants-2005_02
Patent number
US06855710B2

Linked notes

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