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3-Pyridinecarboxaldehyde → 4-(Pyridin-3-ylmethyleneamino)-5-methyl-1,2,4-triazol-3-one

HRID 1636307
Notes
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Reaction equation

HRID 1636307 reaction equation
[NH2:1][N:2]1[C:6]([CH3:7])=[N:5][NH:4][C:3]1=[O:8].[N:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]=O)[CH:10]=1>Cl>[N:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]=[N:1][N:2]2[C:6]([CH3:7])=[N:5][NH:4][C:3]2=[O:8])[CH:10]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 103713-PyridinecarboxaldehydeHCID 5750024-Amino-5-methyl-2,4-dihydro-3H-1,2,4-triazol-3-one

Product 1

HCID 3844984-(Pyridin-3-ylmethyleneamino)-5-methyl-1,2,4-triazol-3-one

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidCatalyst

Procedure

A mixture of 5.7 g of 4-amino-5-methyl-1,2,4-triazol-3-one and 100 ml of alcohol is heated to the reflux temperature and 5.4 g of pyridine-3-carbaldehyde and 2 drops of 6N hydrochloric acid are added thereto. After 14 hours under reflux the reaction mixture is cooled to 20°. The product that has precipitated is then filtered off with suction and dried under a high vacuum. 3.4 g of the title compound having a melting point of 208-210° are obtained.

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes

Workup

  1. additionare added
  2. temperatureAfter 14 hours under reflux the reaction mixture
  3. temperatureis cooled to 20°
  4. customThe product that has precipitated
  5. filtrationis then filtered off with suction
  6. customdried under a high vacuum
  7. customare obtained

Sources & evidence

ORD record
ord-8b533e8af45d423eba96da450befe016
Source dataset
uspto-grants-2000_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06034083

Reaction notes

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