Triethyl orthoacetate → HCID 13519881, compound

HRID 371387Notes

Reaction equation

HRID 371387 reaction equation
[NH:1]([C:3]1[CH:8]=[C:7]([S:9][CH3:10])[N:6]=[C:5]([CH3:11])[N:4]=1)[NH2:2].[C:12](OCC)(OCC)(OCC)[CH3:13]>>[CH3:12][C:13]1[N:4]2[C:5]([CH3:11])=[N:6][C:7]([S:9][CH3:10])=[CH:8][C:3]2=[N:1][N:2]=1

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 135198564-Hydrazinyl-2-methyl-6-(methylthio)pyrimidine

Product 1

HCID 13519881HCID 13519881, compound

Procedure

A mixture of 2.5 g (0.015 mole) of 4-hydrazino-2-methyl-6-methylthiopyrimidine and 50 ml of triethyl orthoacetate was heated at its reflux temperature for five days, and was then cooled. The solid was separated by filtration and recrystallized with treatment with decolorizing charcoal from first an ethyl acetate-hexane mixture, and then a benzene-hexane mixture to provide 3,5-dimethyl-7-methylthio-1,2,4-triazolo[4,3-c]pyrimidine, m.p. 201°-203° C.

Workup

  1. temperaturewas heated at its
  2. temperaturereflux temperature for five days
  3. temperaturewas then cooled
  4. customThe solid was separated by filtration
  5. customrecrystallized with treatment with decolorizing charcoal from first an ethyl acetate-hexane mixture

Sources & evidence

ORD record
ord-5e5d9b7f6a4e426d99817d5315cf467a
Source dataset
uspto-grants-1985_07
Patent number
US04532242

Reaction notes

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