Dimethylformamide → 2-(4-Methoxybenzyl)-benzo[b]thiophene-3-sulfonylchloride

HRID 234396Notes

Reaction equation

HRID 234396 reaction equation
CN(C=O)C.[S:6]([Cl:10])(Cl)(=[O:8])=[O:7].[CH3:11][O:12][C:13]1[CH:28]=[CH:27][C:16]([CH2:17][C:18]2[S:22][C:21]3[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=3[CH:19]=2)=[CH:15][CH:14]=1>>[CH3:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([CH2:17][C:18]2[S:22][C:21]3[CH:23]=[CH:24][CH:25]=[CH:26][C:20]=3[C:19]=2[S:6]([Cl:10])(=[O:8])=[O:7])=[CH:27][CH:28]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24648Sulfuryl chlorideHCID 22998384HCID 22998384, compound

Product 1

HCID 229985102-(4-Methoxybenzyl)-benzo[b]thiophene-3-sulfonylchloride

Procedure

2-(4-methoxybenzyl)-benzo[b]thiophene-3-sulfonylchloride was prepared by the method of Example 40B with DMF (3.2 mmoles, 0.24 ml), sulfurylchloride (2.7 mmoles, 0.22 ml) and 2-(4-methoxybenzyl)benzo[b]thiophene (1.6 mmoles. 0.4 g). Flash chromatography using 2% ethyl acetate/hexanes provided 0.19 g (33%) of a light yellow solid.

Sources & evidence

ORD record
ord-b2050c3e849d41f69a7d76d5baa35ff0
Source dataset
uspto-grants-1997_01
Patent number
US05594021

Reaction notes

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