2-(Benzenesulfonyl)-3-phenyloxaziridine → HCID 22397096, compound

HRID 431587Notes

Reaction equation

HRID 431587 reaction equation
[CH2:1]([S:3][CH2:4][CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH2:17][C:18]3[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=3)[CH:12]=2)[C:7]1=[O:25])[CH3:2].C1(C2[O:34]N2S(C2C=CC=CC=2)(=O)=O)C=CC=CC=1>C(Cl)Cl>[CH2:1]([S:3]([CH2:4][CH2:5][N:6]1[C:14](=[O:15])[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([O:16][CH2:17][C:18]3[CH:19]=[CH:20][C:21]([F:24])=[CH:22][CH:23]=3)[CH:12]=2)[C:7]1=[O:25])=[O:34])[CH3:2]

Participants

4

Reactant 2

HCID 3204052-(Benzenesulfonyl)-3-phenyloxaziridineHCID 10172382HCID 10172382, compound

Product 1

HCID 22397096HCID 22397096, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 2-(2-ethylsulfanyl-ethyl)-5-(4-fluoro-benzyloxy)-isoindole-1,3-dione (96 mg, 0.27 mmol) and 3-phenyl-2-(phenylsulfonyl)oxaziridine (84 mg, 0.32 mmol) in CH2Cl2 (3 mL) was stirred at room temperature for 72 h. Then the mixture was evaporated and the residue was purified by chromatography (SiO2, CH2Cl2:2N NH3/MeOH 97:3 to 9:1) to afford the title compound (34 mg, 34%) as a white solid. MS: m/e=375.2 (M+H+).

Workup

  1. customThen the mixture was evaporated
  2. customthe residue was purified by chromatography (SiO2, CH2Cl2:2N NH3/MeOH 97:3 to 9:1)

Sources & evidence

ORD record
ord-74b22057721b452e8d8c6a1fb91616a2
Source dataset
uspto-grants-2003_12
Patent number
US06660736B2

Reaction notes

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