Water → HCID 11581045, compound

HRID 2425126Notes

Reaction equation

HRID 2425126 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].N1[CH:27]=[CH:26]C=CC=1.[OH2:28]>C(OC(=O)C)(=O)C>[C:13]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=[CH:15][C:10]([S:7]([NH:6][CH2:5][CH2:4][CH2:3][CH2:2][O:1][C:26](=[O:28])[CH3:27])(=[O:9])=[O:8])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 962WaterHCID 1049PyridineHCID 16094717N-(4-Hydroxybutyl)[1,1'-biphenyl]-4-sulfonamide

Product 1

HCID 11581045HCID 11581045, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
50 °C

Procedure

Biphenyl-4-sulfonic acid-(4-hydroxybutyl)-amide (1 g) was dissolved in acetic anhydride (25 mL). Pyridine (5 mL) was added and the mixture stirred for 3 hours at 50° C. The mixture was poured into water (200 mL), extracted with ethyl acetate (100 mL), dried (Na2SO4) and evaporated to give the title compound as an amorphous solid. δC (CDCl3, 62.9 MHz): 21.0, 25.7, 26.3, 42.8, 63.8, 127.3, 127.6, 127.8, 128.0, 129.1, 138.4, 139.3, 145.6 and 171.2.

Workup

  1. extractionextracted with ethyl acetate (100 mL)
  2. dry with materialdried (Na2SO4)
  3. customevaporated

Sources & evidence

ORD record
ord-303e828f876648849260d0954ed5d208
Source dataset
uspto-grants-2011_06
Patent number
US07964643B2

Reaction notes

Loading…