Sodium Hydroxide → HCID 54300865, compound

HRID 1871640Notes

Reaction equation

HRID 1871640 reaction equation
[OH-].[Na+].[CH3:3][S:4][CH:5]([CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH2:20][O:21][N:22]=[C:23]([C:25]2[CH:30]=[CH:29][C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)=[CH:27][CH:26]=2)[CH3:24])=[CH:14][CH:13]=1)[C:6]([O:8]CC)=[O:7]>C(O)C>[CH3:3][S:4][CH:5]([CH2:11][C:12]1[CH:13]=[CH:14][C:15]([O:18][CH2:19][CH2:20][O:21][N:22]=[C:23]([C:25]2[CH:26]=[CH:27][C:28]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][N:32]=3)=[CH:29][CH:30]=2)[CH3:24])=[CH:16][CH:17]=1)[C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 54196261HCID 54196261, compound

Product 1

HCID 54300865HCID 54300865, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

5.05 ml of a 1N aqueous sodium hydroxide solution was added to a solution of 1.20 g of ethyl 2-methylthio-3-[4-[2-[[2-[[1-[4-(2-pyridyl)phenyl]ethylidene]aminoxy]ethoxy]phenyl]propionate obtained in Example 17 in 20 ml of ethanol, and the mixture was stirred at 50° C. for 30 minutes. After the reaction, the ethanol was evaporated under reduced pressure, and 5.05 ml of 1N hydrochloric acid was added to the residue thus obtained, followed by extraction of the precipitated product with ethyl acetate. The extract thus obtained was dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residual powder thus obtained was washed with isopropyl ether to obtain 0.95 g of the desired compound.

Workup

  1. customAfter the reaction
  2. customthe ethanol was evaporated under reduced pressure, and 5.05 ml of 1N hydrochloric acid
  3. additionwas added to the residue
  4. customthus obtained
  5. extractionfollowed by extraction of the precipitated product with ethyl acetate
  6. extractionThe extract thus
  7. customobtained
  8. dry with materialwas dried over anhydrous magnesium sulfate
  9. customevaporated under reduced pressure
  10. customThe residual powder thus obtained
  11. washwas washed with isopropyl ether

Sources & evidence

ORD record
ord-00bbc483a63e448b98d7bd5a52965c64
Source dataset
uspto-grants-2000_08
Patent number
US06103907

Reaction notes

Loading…