Sulfur Dioxide → HCID 67856346, compound

HRID 344585Notes

Reaction equation

HRID 344585 reaction equation
[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6]Cl)[CH3:2].[Mg:12].[S:13](=[O:15])=[O:14]>C(OCC)C>[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][S:13]([O-:15])=[O:14])[CH3:2].[Mg+2:12].[CH2:1]([O:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH2:6][S:13]([O-:15])=[O:14])[CH3:2]

Participants

5

Reactant 3

HCID 1119Sulfur DioxideHCID 25302311-(chloromethyl)-2-ethoxybenzeneHCID 5462224Magnesium

Product 1

HCID 67856346HCID 67856346, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A Grignard solution of 30.5 g of 2-ethoxybenzyl chloride and 6.1 g of magnesium shavings in 250 ml of diethyl ether is added dropwise at -60° C. to -70° C. to 50 ml of sulfur dioxide. Stirring is continued for 0.5 hour at -70° C., the mixture is allowed to come to room temperature, and the salt magnesium 2-ethoxybenzylsulfinate which has formed (47 g, melting point: 134°-139° C., decomposition) is filtered off with suction. The sulfinate salt is dissolved in 900 ml of water and 16.4 g of anhydrous sodium acetate. To this are added 22.7 g of hydroxylamine-O-sulfonic acid at room temperature with stirring. After the mixture has been stirred for 12 hours, the product is filtered off with suction and dried in vacuo. This gives 23.9 g of 2-ethoxybenzylsulfonamide of melting point: 92°-93° C.

Workup

  1. customto come to room temperature

Sources & evidence

ORD record
ord-6781643c2f7540f0b65348b3ee2aa6f8
Source dataset
uspto-grants-1991_10
Patent number
US05053072

Reaction notes

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