Acetic Acid → HCID 23043729, compound

HRID 2165067Notes

Reaction equation

HRID 2165067 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([C:25]1[O:29][N:28]=[CH:27][N:26]=1)[N:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH2:19][C:20]([O:22]CC)=[O:21])=[N:9]1.[OH-].[K+].C(O)(=O)C>CO.O>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]([C:25]1[O:29][N:28]=[CH:27][N:26]=1)[N:8]1[C:17](=[O:18])[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH2:19][C:20]([OH:22])=[O:21])=[N:9]1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 23043694HCID 23043694, compound

Product 1

HCID 23043729HCID 23043729, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of ethyl 3(2-pyridyl-1,2,4-oxadiazol5-ylmethyl)-4-oxo-3H-phthalazin-1-ylacetate (1.0 g) in methanol (10 ml) was added 20% aqueous KOH (0.5 ml) and the mixture refluxed for 30 minutes. Evaporation of excess methanol gave an orange residue. The residue was dissolved in water, acidified with acetic acid (1 ml) and the precipitated solid was collected and crystallized from isopropanol to yield the product (0.53 g; m.p. 196°-200° C.).

Workup

  1. temperaturethe mixture refluxed for 30 minutes
  2. customEvaporation of excess methanol
  3. customgave an orange residue
  4. customthe precipitated solid was collected
  5. customcrystallized from isopropanol
  6. customto yield the product (0.53 g; m.p. 196°-200° C.)

Sources & evidence

ORD record
ord-40f046188bcc472498d092e0f601af98
Source dataset
uspto-grants-1990_07
Patent number
US04939140

Reaction notes

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