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

HRID 2236517Notes

Reaction equation

HRID 2236517 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][S:5](=[O:9])(=[O:8])[CH2:4][CH2:3]1.[N+:10]([C:13]1[CH:20]=[CH:19][C:16]([CH2:17]Br)=[CH:15][CH:14]=1)([O-:12])=[O:11].C([O-])([O-])=O.[K+].[K+]>CC#N>[N+:10]([C:13]1[CH:20]=[CH:19][C:16]([CH2:17][N:2]2[CH2:7][CH2:6][S:5](=[O:9])(=[O:8])[CH2:4][CH2:3]2)=[CH:15][CH:14]=1)([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 660114-Nitrobenzyl bromideHCID 12324096Thiomorpholine 1,1-dioxide hydrochloride

Product 1

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

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a flask containing thiomorpholine 1,1-dioxide hydrochloride (0.65 g, 3.8 mmol) in CH3CN is added 4-nitrobenzylbromide (1.1 g, 5.1 mmol) and K2CO3 (1.9 g, 13.7 mmol). The mixture is then allowed to stir at room temperature overnight. After aqueous work up, the product is obtained through chromatography. MS (ESI): 271.1 (M+1)+1

Workup

  1. customAfter aqueous work up, the product is obtained through chromatography

Sources & evidence

ORD record
ord-2996298731864d69928aee94ca189558
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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