Thionyl Chloride → rac-N-[3-(1-Chloroethyl)phenyl]methanesulfonamide

HRID 714467Notes

Reaction equation

HRID 714467 reaction equation
O[CH:2]([C:4]1[CH:5]=[C:6]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)[CH3:3].S(Cl)([Cl:17])=O>ClCCl>[Cl:17][CH:2]([C:4]1[CH:5]=[C:6]([NH:10][S:11]([CH3:14])(=[O:13])=[O:12])[CH:7]=[CH:8][CH:9]=1)[CH3:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 43508614[3-(Hydroxyethyl)phenyl](methylsulfonyl)amine

Product 1

HCID 66631452rac-N-[3-(1-Chloroethyl)phenyl]methanesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

650 mg (3.02 mmol) of rac-N-[3-(1-hydroxyethyl)phenyl]methanesulfonamide (Example 87A) were initially charged in 9 ml of dichloromethane. At 0° C., 1.08 g (9.07 mmol) of thionyl chloride were added dropwise, and the reaction solution was stirred at RT for 3 h. The reaction solution was evaporated.

Workup

  1. customThe reaction solution was evaporated

Sources & evidence

ORD record
ord-36efb641713d4d08a92ccf1df021da00
Source dataset
uspto-grants-2015_11
Patent number
US09187428B2

Reaction notes

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