Triethyl orthoacetate → HCID 13519881, compound

HRID 65113Notes

Reaction equation

HRID 65113 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-methythiopyrimidine 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-methythio-1,2,4-triazolo[4,3-c]pyrimidine, m.p. 201°-203° C. Calculated for C8H10N4S: %C, 49.5; %H, 5.2; %N, 28.8; Found: %C, 49.6; %H, 5.2; % N, 28.9.

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-0d865f4fafe343aba25144b8d0d232fc
Source dataset
uspto-grants-1986_09
Patent number
US04612375

Reaction notes

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