2-(Benzenesulfonyl)-3-phenyloxaziridine → HCID 69592728, compound

HRID 1794989Notes

Reaction equation

HRID 1794989 reaction equation
[CH:1]1([N:6]2[C:15]3[C:10](=[CH:11][N:12]=[C:13]([S:16][CH3:17])[N:14]=3)[CH:9]=[CH:8][S:7]2(=[O:19])=[O:18])[CH2:5][CH2:4][CH2:3][CH2:2]1.C1(S(N2C(C3C=CC=CC=3)O2)(=O)=[O:27])C=CC=CC=1>ClCCl.CO>[CH:1]1([N:6]2[C:15]3[C:10](=[CH:11][N:12]=[C:13]([S:16]([CH3:17])=[O:27])[N:14]=3)[CH:9]=[CH:8][S:7]2(=[O:18])=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 2

HCID 3204052-(Benzenesulfonyl)-3-phenyloxaziridineHCID 22184634HCID 22184634, compound

Product 1

HCID 69592728HCID 69592728, compoundYield 83.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

1-Cyclopentyl-7-methylsulfanyl-2-thia-1,6,8-triaza-naphthalene 2,2-dioxide (6.0 g, 20 mmol) prepared as in Example 1 and 2-benzenesulfonyl-3-phenyl-oxaziridine (6.3 g, 24 mmol) were dissolved in 50% dichloromethane in methanol (75 ml) and stirred overnight at room temperature. Following evaporation of the solvent, the crude product was purified by recrystallization in diethyl ether/methanol to yield 5.22 g (83% yield) 1-Cyclopentyl-7-methylsulfinyl-1H-thia-1,6,8-triaza-naphthalene 2,2-dioxide as a white solid MS: APCI: M+1: 314.1 (M: 314.3).

Workup

  1. customevaporation of the solvent
  2. customthe crude product was purified by recrystallization in diethyl ether/methanol

Sources & evidence

ORD record
ord-59e216e4b2f648d5ae126e961d8ca2e1
Source dataset
uspto-grants-2006_04
Patent number
US07026313B2

Reaction notes

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