4-(Methylthio)phenylboronic acid → [1,1'-Biphenyl]-4-sulfonamide, N-(4-hydroxybutyl)-4'-(methylthio)-

HRID 2425141Notes

Reaction equation

HRID 2425141 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][S:7]([C:10]1[CH:15]=[CH:14][C:13](Br)=[CH:12][CH:11]=1)(=[O:9])=[O:8].[CH3:17][S:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[CH:21][CH:20]=1>>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][NH:6][S:7]([C:10]1[CH:15]=[CH:14][C:13]([C:22]2[CH:23]=[CH:24][C:19]([S:18][CH3:17])=[CH:20][CH:21]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 27339594-(Methylthio)phenylboronic acidHCID 160947204-Bromo-N-(4-hydroxybutyl)benzene-1-sulfonamide

Product 1

HCID 11609999[1,1'-Biphenyl]-4-sulfonamide, N-(4-hydroxybutyl)-4'-(methylthio)-

Procedure

Using a method analogous to that described in Example 40, 4-bromophenyl-sulfonic acid-(4-hydroxybutyl)-amide and 4-methylthiophenyl boronic acid were reacted to give the title compound as a white solid. δC (DMSO, 62.9 MHz): 14.5, 25.9, 29.6, 42.6, 60.2, 125.9 126.2, 127.1, 127.3, 127.5, 134.8, 139.1 and 143.1.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-81c5e361ad1d401980cfb89a191362af
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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