Hydrogen Peroxide → HCID 178487484, compound

HRID 2399362Notes

Reaction equation

HRID 2399362 reaction equation
[NH2:1][C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH:15]([F:17])[F:16])=[C:10]([O:18][CH3:19])[CH:9]=2)=[CH:6][CH:7]=1.[OH:20]O>C(O)(=O)C.N>[NH2:1][C:2]1[N+:3]([O-:20])=[N:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH:15]([F:16])[F:17])=[C:10]([O:18][CH3:19])[CH:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 784Hydrogen PeroxideHCID 19385473HCID 19385473, compound

Product 1

HCID 178487484HCID 178487484, compoundYield 85.4%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 222AmmoniaSolvent

Procedure

20.0 g (74.8 mmol) of 3-amino-6-(4-difluoromethoxy-3-methoxyphenyl)pyridazine are dissolved in 100 ml of glacial acetic acid and, while stirring, 30.6 ml (300 mmol) of 30% strength hydrogen peroxide are added, and the mixture is stirred at 80° C. for 2.5 h. The reaction solution is diluted with 1 kg of ice and 200 ml of concentrated ammonia solution, and the precipitate which has formed is collected on a suction funnel, washed first with water and then with ethanol and petroleum ether (b.p. 40°-70° C.) and dried at 75° C. in vacuo. 18.1 g (85.4%) of the title compound of m.p. 214° C. are obtained.

Workup

  1. stirringthe mixture is stirred at 80° C. for 2.5 h
  2. customthe precipitate which has formed
  3. customis collected on a suction funnel
  4. washwashed first with water
  5. dry with materialwith ethanol and petroleum ether (b.p. 40°-70° C.) and dried at 75° C. in vacuo

Sources & evidence

ORD record
ord-b97d324bfdbe48beacd741320b822726
Source dataset
uspto-grants-1995_09
Patent number
US05449676

Reaction notes

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