Hydrazine hydrate (1:1) → HCID 14581291, compound

HRID 1382194Notes

Reaction equation

HRID 1382194 reaction equation
[N:1]1([C:6]2[CH:23]=[CH:22][C:9]([C:10]([C:12]3[C:13]([C:18](OC)=[O:19])=[N:14][CH:15]=[CH:16][CH:17]=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[CH:17]=[CH:16][CH:15]=[N:14][C:13]=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 14581290HCID 14581290, compound

Product 1

HCID 14581291HCID 14581291, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3-[4-(1H-imidazol-1-yl)benzoyl]-2-carbomethoxypyridine (1.21 g, 3.94 mmol) in 50 mL of EtOH is treated with 0.22 g (4.33 mmol) of hydrazine monohydrate and heated to reflux for 1 day. The white solid which precipitates from the reaction mixture is filtered and recrystallized from DMF-H2O to give 5-[4-(1H-imidazol-1-yl)phenyl]-8-oxo-7,8-dihydropyrido[2,3-d]pyridazine. M.P. 359°-361° C.

Workup

  1. temperatureheated
  2. temperatureto reflux for 1 day
  3. customThe white solid which precipitates from the reaction mixture
  4. filtrationis filtered
  5. customrecrystallized from DMF-H2O

Sources & evidence

ORD record
ord-cfd7cde670b342a5b6d2d97d364329bd
Source dataset
uspto-grants-1989_02
Patent number
US04806535

Reaction notes

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