1,2-Dimethylhydrazine → HCID 9842439, compound

HRID 2120159Notes

Reaction equation

HRID 2120159 reaction equation
C([O:3][C:4](=O)[CH:5]([C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)[C:6]([C:8]1[CH:13]=[CH:12][C:11]([S:14]([CH3:17])(=[O:16])=[O:15])=[CH:10][CH:9]=1)=O)C.[CH3:27][NH:28][NH:29][CH3:30]>C1(C)C=CC=CC=1.O>[CH3:17][S:14]([C:11]1[CH:12]=[CH:13][C:8]([C:6]2[N:29]([CH3:30])[N:28]([CH3:27])[C:4](=[O:3])[C:5]=2[C:18]2[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=2)=[CH:9][CH:10]=1)(=[O:16])=[O:15]

Participants

5

Reactant 2

HCID 13221,2-DimethylhydrazineHCID 11581606HCID 11581606, compound

Product 1

HCID 9842439HCID 9842439, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Conditions

Temperature
120 °C

Procedure

3-(4-methanesulfonylphenyl)-2-(4-methoxyphenyl)-3-oxo-propionic acid ethyl ester was dissoved in 20 ml of toluene and then 0.24 g of dimethyl hydrazine was added to the solution. The apparatus containing the mixture was heated and refluxed at 120° C. for 24 hours in the Dean-Stark trap apparatus. The reaction mixture was cooled, diluted with water, and extracted with ethyl acetate. The obtained organic layer was dried on anhydrous magnesium sulfate and concentrated under reduced pressure. The resultant was recrystalized with n-hexane to give 160 mg of the title compound as a yellow solid(yield 53%).

Workup

  1. additionThe apparatus containing the mixture
  2. temperaturewas heated
  3. temperatureThe reaction mixture was cooled
  4. extractionextracted with ethyl acetate
  5. dry with materialThe obtained organic layer was dried on anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe resultant was recrystalized with n-hexane

Sources & evidence

ORD record
ord-1b8fe81e011649e6999eda680525ca03
Source dataset
uspto-grants-2004_02
Patent number
US06689805B2

Reaction notes

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