Hydrochloric Acid → 8-Amino-5-methoxy-7-phenylpyrido[3,4-d]pyridazine-1,4(2H,3H)dione

HRID 37471Notes

Reaction equation

HRID 37471 reaction equation
[NH2:1][C:2]1[C:3]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[N:4][C:5]([O:16][CH3:17])=[C:6]([C:12](OC)=[O:13])[C:7]=1[C:8](OC)=[O:9].O.[NH2:25][NH2:26].Cl>O>[NH2:1][C:2]1[C:7]2[C:8](=[O:9])[NH:26][NH:25][C:12](=[O:13])[C:6]=2[C:5]([O:16][CH3:17])=[N:4][C:3]=1[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24654Hydrazine hydrate (1:1)HCID 15289692HCID 15289692, compound

Product 1

HCID 152895898-Amino-5-methoxy-7-phenylpyrido[3,4-d]pyridazine-1,4(2H,3H)dione

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

To 0.8 g of 3-amino-4,5-dimethoxycarbonyl-6-methoxy-2-phenylpyridine was added 4 ml of hydrazine monohydrate. The mixture was heated at 100° C. in a stream of nitrogen for 1 hour. Under ice-cooling, water was added to the reaction mixture, followed by neutralization with hydrochloric acid for adjustment to pH 3. The resulting yellow crystalline precipitate was collected by filtration.

Workup

  1. temperatureUnder ice-cooling
  2. filtrationThe resulting yellow crystalline precipitate was collected by filtration

Sources & evidence

ORD record
ord-8d9442f44530466892ac655b8aad180b
Source dataset
uspto-grants-1995_05
Patent number
US05420275

Reaction notes

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