Hydrochloric Acid → N-(3,4-Dimethoxyphenyl)-N-(phenylsulfonyl)glycine

HRID 421556Notes

Reaction equation

HRID 421556 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:6]=[C:7]([N:13]([CH2:23][C:24]([O:26]CC)=[O:25])[S:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH:8]=[CH:9][C:10]=1[O:11][CH3:12].Cl>O1CCCC1>[CH3:3][O:4][C:5]1[CH:6]=[C:7]([N:13]([CH2:23][C:24]([OH:26])=[O:25])[S:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)(=[O:16])=[O:15])[CH:8]=[CH:9][C:10]=1[O:11][CH3:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86629171HCID 86629171, compound

Product 1

HCID 1097948N-(3,4-Dimethoxyphenyl)-N-(phenylsulfonyl)glycineYield 99.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 20 ml portion of 1 M sodium hydroxide aqueous solution was added to a tetrahydrofuran solution (20 ml) of 2.48 g of ethyl [(3,4-dimethoxyphenyl)(phenylsulfonyl)amino]acetate and stirred at room temperature for 2 hours. This was acidified by adding 1 M hydrochloric acid and then layer separation operation was carried out by adding chloroform thereto, and the organic layer was washed with saturated brine, dried with anhydrous sodium sulfate and then concentrated under a reduced pressure to obtain 2.28 g of [(3,4-dimethoxyphenyl)(phenylsulfonyl)amino]acetic acid as a pale yellow foamy substance.

Workup

  1. customlayer separation operation
  2. additionby adding chloroform
  3. washthe organic layer was washed with saturated brine
  4. dry with materialdried with anhydrous sodium sulfate
  5. concentrationconcentrated under a reduced pressure

Sources & evidence

ORD record
ord-0d36fc5b957c49a1bb5c93307e36de81
Source dataset
uspto-grants-2012_01
Patent number
US08101580B2

Reaction notes

Loading…