[(Aminocarbonyl)hydrazono](phenyl)acetaldehyde → 6-Phenyl-1,2,4-triazin-3(2H)-one

HRID 1099030Notes

Reaction equation

HRID 1099030 reaction equation
[NH2:1][C:2]([NH:4][N:5]=[C:6]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH:7]=O)=[O:3]>C(O)(=O)C>[C:9]1([C:6]2[CH:7]=[N:1][C:2](=[O:3])[NH:4][N:5]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Participants

3

Reactant 1

HCID 54444391[(Aminocarbonyl)hydrazono](phenyl)acetaldehyde

Product 1

HCID 112637836-Phenyl-1,2,4-triazin-3(2H)-oneYield 90.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

[(Aminocarbonyl)hydrazono](phenyl)acetaldehyde (3.00 g, 0.0157 mol) in acetic acid (15.0 mL) was heated at 130° C. for 6 h. After cooling, the solvent was removed under reduced pressure. The residue was triturated with ether, filtered, washed with ether, and dried under high vacuum to give the desired product (2.45 g, 90.1%). Analytical LCMS: (M+H)+=174.0.

Workup

  1. temperatureAfter cooling
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was triturated with ether
  4. filtrationfiltered
  5. washwashed with ether
  6. customdried under high vacuum

Sources & evidence

ORD record
ord-7df081a83a6040e1878edd9837546375
Source dataset
uspto-grants-2012_03
Patent number
US08143251B2

Reaction notes

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