Benzenesulfonyl chloride → 1-benzenesulfonyl-5-methoxy-1H-indole

HRID 969597Notes

Reaction equation

HRID 969597 reaction equation
[C:1]1([S:7](Cl)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:11][O:12][C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH:17]=[CH:16]2>>[C:1]1([S:7]([N:18]2[C:19]3[C:15](=[CH:14][C:13]([O:12][CH3:11])=[CH:21][CH:20]=3)[CH:16]=[CH:17]2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

3

Reactant 2

HCID 7369Benzenesulfonyl chlorideHCID 138725-Methoxyindole

Product 1

HCID 64736791-benzenesulfonyl-5-methoxy-1H-indoleYield 67%

Procedure

The title compound was prepared from benzene sulfonyl chloride and 5-methoxy-1H-indole, according to Method A, described above. Yield 67%; mp 73-75° C.; 1H NMR (CDCl3) δ 7.55-7.82 (m, 3H), 7.41-7.48 (m, 2H), 7.31-7.37 (m, 2H), 6.83-6.90 (m, 2), 6.51-6.52 (dd, J=4 Hz, 1H); 13C NMR (CDCl3) δ 156.9, 138.6, 134.2, 132.2, 129.9, 129.6, 127.5, 127.1, 114.8, 114.2, 109.8, 104.1, 56.0; MS (ES+) m/z 287.99 (M++1).

Sources & evidence

ORD record
ord-9b670baa5cf4460cbf50c85f56b86ed7
Source dataset
uspto-grants-2007_12
Patent number
US07307099B2

Reaction notes

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