Hydrazine hydrate (1:1) → HCID 14581293, compound

HRID 1382198Notes

Reaction equation

HRID 1382198 reaction equation
[N:1]1([C:6]2[CH:23]=[CH:22][C:9]([C:10]([C:12]3[C:17]([C:18](OC)=[O:19])=[CH:16][CH:15]=[CH:14][N:13]=3)=O)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.O.[NH2:25][NH2:26]>CCO>[N:1]1([C:6]2[CH:23]=[CH:22][C:9]([C:10]3[C:12]4[N:13]=[CH:14][CH:15]=[CH:16][C:17]=4[C:18](=[O:19])[NH:25][N:26]=3)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 14581299HCID 14581299, compound

Product 1

HCID 14581293HCID 14581293, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of 2-[4-(1H-imidazol-1-yl)benzoyl]-3-carbomethoxypyridine (0.94 g, 3.06 mmol) in 50 mL of EtOH is treated with 0.36 g (7.17 mmol) of hydrazine monohydrate. The mixture is heated to reflux for 1 day, then allowed to cool and filtered to give crude product. Crystallization from DMF gives 8-[4-(1H-imidazol-1-yl)phenyl]-5-oxo-5,6-dihydropyrido[3,2-d]-pyridazine as white crystals. M.P. 376°-378° C.

Workup

  1. temperatureThe mixture is heated
  2. temperatureto reflux for 1 day
  3. temperatureto cool
  4. filtrationfiltered
  5. customto give crude product
  6. customCrystallization from DMF

Sources & evidence

ORD record
ord-f376327351604df598c1d518429e61c5
Source dataset
uspto-grants-1989_02
Patent number
US04806535

Reaction notes

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