Methanol → N-(2-(4-chlorophenyl)-2-methoxyethyl)-4-nitrobenzenesulfonamide

HRID 1048174Notes

Reaction equation

HRID 1048174 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:10][N:9]2[S:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1.[CH3:23][OH:24]>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:24][CH3:23])[CH2:10][NH:9][S:11]([C:14]2[CH:19]=[CH:18][C:17]([N+:20]([O-:22])=[O:21])=[CH:16][CH:15]=2)(=[O:13])=[O:12])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 887MethanolHCID 118584672-(4-Chlorophenyl)-1-(4-nitrophenylsulfonyl)aziridine

Product 1

HCID 67080628N-(2-(4-chlorophenyl)-2-methoxyethyl)-4-nitrobenzenesulfonamideYield 76.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-(4-Chlorophenyl)-1-(4-nitrophenylsulfonyl)aziridine (0.276 g, 0.815 mmol) was dissolved in 8 ml of methanol and 4 ml of dichloromethane. The reaction was stirred at ambient temperature for 5 days, and then concentrated. The crude material was on a Biotage SP1 system eluting with a 5-50% linear gradient of EtOAc in hexanes to yield 231 mg of the title compound (76.5% yield).

Workup

  1. concentrationconcentrated
  2. washeluting with a 5-50% linear gradient of EtOAc in hexanes

Sources & evidence

ORD record
ord-29289f6d3abb41d7bf9e710b522ea8ea
Source dataset
uspto-grants-2013_10
Patent number
US08569522B2

Reaction notes

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