Ethanol → HCID 178433518, compound

HRID 544743Notes

Reaction equation

HRID 544743 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][NH:8][C:9]([NH2:11])=[O:10].[CH2:12](O)[CH3:13]>C(C(CC)(CC)C([O-])([O-])[O-])C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[C:12]([CH3:13])=[N:11][C:9]([OH:10])=[N:8]1

Participants

4

Reactant 2

HCID 702EthanolHCID 1336606580714-38-1

Product 1

HCID 178433518HCID 178433518, compound

Reagents, catalysts & solvents 1

HCID 21875354TriethylorthoaceateSolvent

Procedure

A reaction mixture was prepared by suspending 457.6 g (3 m) of 2-pyridinyl-hydrazine carboxamide in 2600 ml of triethylorthoacetate and the mixture refluxed for about 9 hours. The ethanol by-product formed was continuously removed by distillation allowing the reaction temperature to stay at 125°-130° C. The 1-(2-pyridinyl)-5-methyl-1H-1,2,4-triazol-3-ol product was recovered by filtration in a yield of 116 g (66 percent of theoretical) and was washed with chloroform. The product melted at 194°-195° C. and upon analysis was found to have carbon hydrogen and nitrogen contents of 53.87, 4.55 and 31.95 percent, respectively, as compared with the theoretical contents of 54.53, 4.57 and 31.80 percent, respectively, calculated for the above named compound.

Workup

  1. customA reaction mixture was prepared
  2. temperaturethe mixture refluxed for about 9 hours
  3. customwas continuously removed by distillation
  4. customto stay at 125°-130° C
  5. filtrationThe 1-(2-pyridinyl)-5-methyl-1H-1,2,4-triazol-3-ol product was recovered by filtration in a yield of 116 g (66 percent of theoretical)
  6. washwas washed with chloroform

Sources & evidence

ORD record
ord-2555864375af478ab532216030b41189
Source dataset
uspto-grants-1984_05
Patent number
US04451653

Reaction notes

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