Ethanol → HCID 54042604, compound

HRID 1534306Notes

Reaction equation

HRID 1534306 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([S:11][C:12](=[CH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:13]([O:15]C)=[O:14])[N:4]=1.[OH-].[K+].C(O)C>O>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([S:11][C:12](=[CH:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:13]([OH:15])=[O:14])[N:6]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 14797Potassium HydroxideHCID 4549161HCID 4549161, compound

Product 1

HCID 54042604HCID 54042604, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
50 °C

Procedure

0.5 g (1.5 mmol) Methyl 2-(4,6-dimethoxy-2-pyrimidinylthio)-3-phenylacrylate and 95 mg (1.7 mmol) potassium hydroxide were added to a mixture of 5 ml water and 5 ml ethanol and the mixture heated at 50° C. for 8 hours. It was then diluted with about 100 ml water and extracted with ethyl acetate. The aqueous phase was acidified with 10% hydrochloric acid until it was pH 2 and extracted with ethyl acetate. After drying the ethyl acetate phase over magnesium sulphate, the solvent was evaporated under reduced pressure and the residue recrystallised from diisopropyl ether.

Workup

  1. extractionextracted with ethyl acetate
  2. extractionextracted with ethyl acetate
  3. dry with materialAfter drying the ethyl acetate phase over magnesium sulphate
  4. customthe solvent was evaporated under reduced pressure
  5. customthe residue recrystallised from diisopropyl ether

Sources & evidence

ORD record
ord-a29cc3d044b24f45a02c91075df2f49e
Source dataset
uspto-grants-1992_02
Patent number
US05089044

Reaction notes

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