4D-083 → HCID 14450229, compound

HRID 1995345Notes

Reaction equation

HRID 1995345 reaction equation
[O:1]=[C:2]1[C:7]([C:8]([NH2:10])=O)=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:4][NH:3]1>C(OC(=O)C)(=O)C>[O:1]=[C:2]1[C:7]([C:8]#[N:10])=[CH:6][C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:4][NH:3]1

Participants

3

Reactant 1

HCID 14753284D-083

Product 1

HCID 14450229HCID 14450229, compound

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

A mixture of 2,3-dihydro-3-oxo-6-phenyl-4-pyridazinecarboxamide (4.2 g) in 100 ml of acetic anhydride is heated under reflux for 6 hours. The acetic anhydride is removed by distillation and the residue is partitioned between ammonium hydroxide solution and dichloromethane. The dichloromethane layer is separated and concentrated on the rotary evaporator and the residue is recrystallized from ethanol to give 2,3-dihydro-3-oxo-6-phenyl-4-pyridazinecarbonitrile.

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 6 hours
  3. customThe acetic anhydride is removed by distillation
  4. customthe residue is partitioned between ammonium hydroxide solution and dichloromethane
  5. customThe dichloromethane layer is separated
  6. concentrationconcentrated on the rotary evaporator
  7. customthe residue is recrystallized from ethanol

Sources & evidence

ORD record
ord-7a7fc8ba17e14d108d5fe0783659d6cf
Source dataset
uspto-grants-1983_09
Patent number
US04404203

Reaction notes

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