Hydrochloric Acid → 4-methyl-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol

HRID 1199374Notes

Reaction equation

HRID 1199374 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([NH:9][NH:10][C:11]([NH:13][CH3:14])=[S:12])=O)=[CH:3][CH:2]=1.C([O-])(O)=O.[Na+].Cl>>[CH3:14][N:13]1[C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)=[N:9][NH:10][C:11]1=[S:12]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 28240222-isonicotinoyl-N-methylhydrazinecarbothioamide

Product 1

HCID 7385474-methyl-5-(pyridin-4-yl)-4H-1,2,4-triazole-3-thiol

Procedure

1-(4-Pyridoyl)-4-methylthiosemicarbazide (10.4 g, 4.97×10-2 mole) and 1 molar aqueous NaHCO3 (480 ml, 4.80×10-1 mole) were stirred and heated to reflux. After refluxing overnight, the reaction was cooled in an ice bath before being acidified by the dropwise addition of concentrated hydrochloric acid (40 ml, 4.8×10-1 mole). The product was collected by filtration and dried by suction.

Workup

  1. temperatureheated to reflux
  2. temperatureAfter refluxing overnight
  3. temperaturethe reaction was cooled in an ice bath
  4. filtrationThe product was collected by filtration
  5. customdried by suction

Sources & evidence

ORD record
ord-7f9b0aaeb3c94e80b6f2196f675b9bdc
Source dataset
uspto-grants-1990_02
Patent number
US04900743

Reaction notes

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