1-Iodo-2-(methylsulfinyl)benzene → 2-(4-Fluorophenyl)-6-{[2-(methylsulfinyl)phenyl]sulfonyl}naphthalene

HRID 735320Notes

Reaction equation

HRID 735320 reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([CH3:10])=[O:9].[F:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:19]=[C:20]3[C:25](=[CH:26][CH:27]=2)[CH:24]=[C:23]([S:28]([O-:30])=[O:29])[CH:22]=[CH:21]3)=[CH:14][CH:13]=1.[Na+]>>[F:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[C:23]([S:28]([C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=4[S:8]([CH3:10])=[O:9])(=[O:30])=[O:29])[CH:24]=3)[CH:19]=2)=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 532566751-Iodo-2-(methylsulfinyl)benzeneHCID 68900681Sodium 6-(4-fluorophenyl)naphthalene-2-sulfinate

Product 1

HCID 689748172-(4-Fluorophenyl)-6-{[2-(methylsulfinyl)phenyl]sulfonyl}naphthalene

Procedure

The title compound was prepared from 1-iodo-2-(methylsulfinyl)benzene (Step 1) and sodium 6-(4-fluorophenyl)naphthalene-2-sulfinate (prepared according to the method of Example 6 Steps 1-3). 1H NMR (500 MHz, CDCl3) δ 8.61 (1H, s), 8.31 (1H, d, J=7.8 Hz), 8.21 (1H, d, J=7.8 Hz), 8.06 (1H, d, J=8.5 Hz), 8.01 (1H, s), 7.97 (1H, d, J=8.7 Hz), 7.88-7.82 (3H, m), 7.71-7.65 (3H, m), 7.19 (2H, t, J=8.6 Hz), 3.03 (3H, s); m/z (ES+) 425 [MH+].

Workup

  1. customprepared

Sources & evidence

ORD record
ord-97c70370f5d44f6181bc5f13be4f4cc0
Source dataset
uspto-grants-2009_09
Patent number
US07592456B2

Reaction notes

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