Sulfuric Acid → HCID 178469365, compound

HRID 480581Notes

Reaction equation

HRID 480581 reaction equation
OS(O)(=O)=O.[Na+].C([C:9](CC)([C:13]([C:15]([O-:17])=[O:16])=O)[C:10]([O-:12])=O)C.[Na+].[N:21]1([CH2:27][CH2:28][NH:29][NH2:30])[CH2:26][CH2:25][O:24][CH2:23][CH2:22]1.[CH2:31](OCC)[CH3:32]>CCO>[CH2:31]([O:17][C:15]([C:13]1[CH:9]=[C:10]([OH:12])[N:29]([CH2:28][CH2:27][N:21]2[CH2:26][CH2:25][O:24][CH2:23][CH2:22]2)[N:30]=1)=[O:16])[CH3:32]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 3283Diethyl EtherHCID 30293944-(2-hydrazinylethyl)morpholineHCID 23179480Diethyloxalacetate sodium

Product 1

HCID 178469365HCID 178469365, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

H2SO4 (conc., 0.98 g, 10 mmol) was added dropwise into a suspension of diethyloxalacetate sodium salt (10 mmol) in 100 mL anhydrous ethyl ether. Na2SO4 was filtered off after the addition. Excess acid was removed by 30 ml KHCO3 (sat.) to give diethyl oxacetate. 2-(N-morpholinyl)ethylhydrazine (1.45 g, 10 mmol) in 2 ml EtOH was added, and the mixture was refluxed for 45 min. The solvent was removed under vacuum to yield 2.1 g of the crude pyrazole-based compound A.

Workup

  1. filtrationNa2SO4 was filtered off
  2. additionafter the addition
  3. customExcess acid was removed by 30 ml KHCO3 (sat.)
  4. customto give diethyl oxacetate
  5. temperaturethe mixture was refluxed for 45 min
  6. customThe solvent was removed under vacuum

Sources & evidence

ORD record
ord-c50cb2c54bc6466bb9880cda45ddfe0b
Source dataset
uspto-grants-2003_11
Patent number
US06653304B2

Reaction notes

Loading…