1-Bromopentane → Biphenyl-4-sulfonic acid-(4-hydroxybutyl)-pentyl-amide

HRID 2425119Notes

Reaction equation

HRID 2425119 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]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8].Br[CH2:23][CH2:24][CH2:25][CH2:26][CH3:27]>>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][N:6]([CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[S:7]([C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)(=[O:9])=[O:8]

Participants

3

Reactant 2

HCID 80571-BromopentaneHCID 16094717N-(4-Hydroxybutyl)[1,1'-biphenyl]-4-sulfonamide

Product 1

HCID 11552548Biphenyl-4-sulfonic acid-(4-hydroxybutyl)-pentyl-amide

Procedure

Using a method analogous to that described in Example 4, with biphenyl-4-sulfonic acid-(4-hydroxybutyl)-amide and bromopentane, reacted at 60° C. for 3 hours, the title compound was obtained as an amorphous white solid. δC (CDCl3, 62.9 MHz): 14.0, 22.3, 25.3, 28.4, 29.6, 48.1, 48.4, 62.2, 127.3, 127.6, 128.4, 129.0, 138.5, 139.4 and 145.2. δH (CDCl3, 250 MHz): 0.84 (3H, t, J 7.0), 1.24 (4H, m), 1.50 (6H, m), 2.06 (1H, s), 3.14 (4H, m), 3.62 (2H, t, J 5.95), 7.41 (3H, m), 7.56 (2H, d, J 7.94), 7.67 (2H, d, J 8.55) and 7.83 (2H, d, J 8.24).

Workup

  1. customreacted at 60° C. for 3 hours

Sources & evidence

ORD record
ord-bb5c73bf89f244919fe3f47596e4d6d2
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

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