Hydrogen Peroxide → HCID 20310374, compound

HRID 1763570Notes

Reaction equation

HRID 1763570 reaction equation
[CH2:1]([C:3]1[N:7]2[N:8]=[C:9]([C:13]3[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=3)[C:10]([CH3:12])=[CH:11][C:6]2=[N:5][N:4]=1)[CH3:2].[OH:21]O.[OH-].[Na+]>C(O)C>[CH2:1]([C:3]1[N:7]2[N:8]=[C:9]([C:13]3[CH:20]=[CH:19][C:16]([C:17]([NH2:18])=[O:21])=[CH:15][CH:14]=3)[C:10]([CH3:12])=[CH:11][C:6]2=[N:5][N:4]=1)[CH3:2]

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 22768931HCID 22768931, compound

Product 1

HCID 20310374HCID 20310374, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A 4.5 g. portion of p-(3-ethyl-7-methyl-1,2,4-triazolo[4,3-b]pyridazin-6-yl)benzonitrile (prepared as described in Example 3) is dissolved in 50 ml. of ethyl alcohol with warming, then 50 ml. of 30% hydrogen peroxide is added with swirling and finally 50 ml. of 2N sodium hydroxide is added with swirling. The reaction is allowed to stand at room temperature for 3 hours, then is concentrated almost to dryness using as little heat as possible. The concentrate is diluted with water, filtered and the filter cake is then washed with water and air dried. The product is dissolved in acetone and filtered to remove insolubles then is recrystallized to afford a yellow solid as the product of the example, m.p. 210°-213° C.

Workup

  1. concentrationis concentrated almost to dryness
  2. temperatureas little heat as possible
  3. additionThe concentrate is diluted with water
  4. filtrationfiltered
  5. washthe filter cake is then washed with water and air
  6. customdried
  7. dissolutionThe product is dissolved in acetone
  8. filtrationfiltered
  9. customto remove insolubles
  10. customthen is recrystallized
  11. customto afford a yellow solid as the product of the example, m.p. 210°-213° C.

Sources & evidence

ORD record
ord-5484a53948ca48f18b29586094767d28
Source dataset
uspto-grants-1978_09
Patent number
US04112095

Reaction notes

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