Sodium Hydroxide → HCID 53772361, compound

HRID 1492571Notes

Reaction equation

HRID 1492571 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH:13]([C:20]2[CH:33]=[CH:32][C:23]([CH:24]=[C:25]([CH3:31])[C:26]([O:28]CC)=[O:27])=[CH:22][CH:21]=2)[C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH2:12][CH:13]([C:20]2[CH:21]=[CH:22][C:23]([CH:24]=[C:25]([CH3:31])[C:26]([OH:28])=[O:27])=[CH:32][CH:33]=2)[C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 67823331HCID 67823331, compound

Product 1

HCID 53772361HCID 53772361, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ethyl 4-[2-(4-chlorobenzenesulfonamido)-1-(3-pyridyl)ethyl]-α-methylcinnamate (6.8 mg) was dissolved in 1 ml of methanol, followed by addition of 0.2 ml of aqueous 2N sodium hydroxide solution, and refluxed for 18 hours. The solvent was distilled off under reduced pressure. The crystalline deposited through neutralization of the resulting mixture with 2N hydrogen chloride was filtered, to obtain 6.4 mg of 4-[2-(4-chlorobenzenesulfonamido)-1-(3-pyridyl)ethyl]-α-methylcinnamic acid. The spectrometric data thereof supports the structural formula of [49] as follows.

Workup

  1. temperaturerefluxed for 18 hours
  2. distillationThe solvent was distilled off under reduced pressure
  3. filtrationwas filtered

Sources & evidence

ORD record
ord-61abf61a725d44b996dfc0b205a63842
Source dataset
uspto-grants-1994_12
Patent number
US05374641

Reaction notes

Loading…