Acetic Acid → HCID 21498241, compound

HRID 1730490Notes

Reaction equation

HRID 1730490 reaction equation
[NH:1]([C:3]1[C:12]2[C:7](=[CH:8][C:9]([O:13][CH3:14])=[CH:10][CH:11]=2)[CH:6]=[CH:5][N:4]=1)[NH2:2].C(=O)(O)[O-].[K+].[C:20](O)(=O)[CH3:21]>O>[CH3:20][C:21]1[N:4]2[CH:5]=[CH:6][C:7]3[C:12]([C:3]2=[N:1][N:2]=1)=[CH:11][CH:10]=[C:9]([O:13][CH3:14])[CH:8]=3

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 516893Potassium BicarbonateHCID 21498230HCID 21498230, compound

Product 1

HCID 21498241HCID 21498241, compoundYield 24%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-Hydrazino-6-methoxyisoquinoline (9.6 g., 0.05 mol.) was dissolved in glacial acetic acid (190 ml.) and the solution was heated at reflux for four hours. Excess acetic acid was removed in vacuo to provide a brown oil. The oil was slurried in water and was treated with potassium bicarbonate to yield a solid. The solid was treated with decolorizing carbon and was recrystallized three times from benzene to give the productin a yield of 24%; m.p. 183°-184°C.

Workup

  1. temperaturethe solution was heated
  2. temperatureat reflux for four hours
  3. customExcess acetic acid was removed in vacuo
  4. customto provide a brown oil
  5. customto yield a solid
  6. additionThe solid was treated with decolorizing carbon
  7. customwas recrystallized three times from benzene
  8. customto give the productin a yield of 24%

Sources & evidence

ORD record
ord-b564049dacf5447a9422ab9fab1db072
Source dataset
uspto-grants-1976_11
Patent number
US03992539

Reaction notes

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