Sodium Hydroxide → Sodium 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one

HRID 126778

Reaction equation

HRID 126778 reaction equation
[N:1]1[NH:2][C:3](=[O:10])[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[OH-].[Na+].CC1N2C(=O)NN=C2C=CC=1.[Na:24]>O>[N:1]1[NH:2][C:3](=[O:10])[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.[Na:24]

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 814311,2,4-Triazolo(4,3-a)pyridin-3(2H)-oneHCID 2521205-Methyl[1,2,4]triazolo[4,3-a]pyridin-3(2H)-oneHCID 5360545Sodium

Product 1

HCID 70507128Sodium 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The triazole from Procedure 1 (41.2 g., 0.31 mole) was dissolved in a solution of 12.19 g. (0.31 mole) of NaOH in 230 ml. of water at 80°. The solution was then chilled at 5° and left overnight. The resulting precipitate was collected on a filter and dried under reduced pressure, to afford 36.0 g. (75%) of light yellow salt, m.p. 320°. Concentration of the mother liquors afforded an additional 8.3 g. (17%) of salt. The triazole of Procedure 2 was converted to the sodium salt in the same fashion.

Workup

  1. customat 80°
  2. temperatureThe solution was then chilled at 5°
  3. customThe resulting precipitate was collected on
  4. filtrationa filter
  5. customdried under reduced pressure
  6. customto afford 36.0 g
  7. customConcentration of the mother liquors afforded an additional 8.3 g

Sources & evidence

ORD record
ord-620327dc708244cabd86c5099312449f
Source dataset
uspto-grants-1981_03
Patent number
US04254124

Linked notes

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