Acetic Acid → HCID 70492042, compound

HRID 979035Notes

Reaction equation

HRID 979035 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([CH:15]3OC(=O)[CH2:17][CH2:16]3)=O)=[C:9]([O:21][CH3:22])[CH:8]=2)=[N:4][N:3]=1.[OH2:23].[NH2:24][NH2:25].[C:26]([OH:29])(=O)C>C(O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][C:10]([C:13]3[CH:15]([CH2:26][OH:29])[CH2:16][C:17](=[O:23])[NH:24][N:25]=3)=[C:9]([O:21][CH3:22])[CH:8]=2)=[N:4][N:3]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24654Hydrazine hydrate (1:1)HCID 86741515HCID 86741515, compound

Product 1

HCID 70492042HCID 70492042, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

9.0 g (0.03 mol) of 4-(4-(5-methyl-1,3,4-oxdiazol-2-yl)-methoxy-phenyl-carbonyl)-γ-butyrolactone and 1.6 g (0.032 mol) of hydrazine hydrate are stirred in 50 ml of ethanol at room temperature for 12 hours. After addition of 5 ml of acetic acid, the mixture is heated under reflux for 2 hours and concentrated, the residue is dissolved in ethyl acetate and the solution is extracted with aqueous potassium carbonate solution. The organic phase is concentrated and the residue is crystallised with methylene chloride.

Workup

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 2 hours
  3. concentrationconcentrated
  4. dissolutionthe residue is dissolved in ethyl acetate
  5. extractionthe solution is extracted with aqueous potassium carbonate solution
  6. concentrationThe organic phase is concentrated
  7. customthe residue is crystallised with methylene chloride

Sources & evidence

ORD record
ord-9ae015cc5d0a4d2392f320c5e0f0c0cc
Source dataset
uspto-grants-1987_05
Patent number
US04666902

Reaction notes

Loading…