Hydrazine hydrate (1:1) → 8-Amino-5-methoxy-7-methylpyrido[3,4-d]pyridazine-1,4(2H,3H)dione

HRID 37514Notes

Reaction equation

HRID 37514 reaction equation
[NH2:1][C:2]1[C:3]([CH3:18])=[N:4][C:5]([O:16][CH3:17])=[C:6]([C:12](OC)=[O:13])[C:7]=1[C:8](OC)=[O:9].O.[NH2:20][NH2:21]>CO>[NH2:1][C:2]1[C:7]2[C:8](=[O:9])[NH:21][NH:20][C:12](=[O:13])[C:6]=2[C:5]([O:16][CH3:17])=[N:4][C:3]=1[CH3:18]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 15289707HCID 15289707, compound

Product 1

HCID 152896868-Amino-5-methoxy-7-methylpyrido[3,4-d]pyridazine-1,4(2H,3H)dione

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In 8 ml of methanol was dissolved 280 mg of 3-amino-4,5-dimethoxycarbonyl-6-methoxy-2-methylpyridine, and then 0.54 ml (10 eq.) of hydrazine monohydrate was added to the solution. The mixture was refluxed. The resulting crystals were collected by filtration and washed with methanol. The crystals were suspended in water, and the suspension was acidified with hydrochloric acid. The crystals were collected by filtration and washed with water.

Workup

  1. temperatureThe mixture was refluxed
  2. filtrationThe resulting crystals were collected by filtration
  3. washwashed with methanol
  4. filtrationThe crystals were collected by filtration
  5. washwashed with water

Sources & evidence

ORD record
ord-f4f305908160453da04621d5040e11e3
Source dataset
uspto-grants-1995_05
Patent number
US05420275

Reaction notes

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