Triethyl orthoacetate → 3-Methyl-6-phenyl-1,2,4-triazolo[4,3-a]pyrimidine

HRID 1707046Notes

Reaction equation

HRID 1707046 reaction equation
[NH:1]([C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][N:4]=1)[NH2:2].[C:15](OCC)(OCC)(OCC)[CH3:16]>>[CH3:15][C:16]1[N:8]2[CH:7]=[C:6]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:5]=[N:4][C:3]2=[N:1][N:2]=1

Participants

3

Reactant 2

HCID 66221Triethyl orthoacetateHCID 141699362-Hydrazino-5-phenylpyrimidine

Product 1

HCID 203333613-Methyl-6-phenyl-1,2,4-triazolo[4,3-a]pyrimidine

Procedure

A mixture of 3.0 g. of 2-hydrazino-5-phenylpyrimidine and 30 ml. of triethyl orthoacetate is heated under reflux overnight. The material which separates is collected, washed with hexane, and crystallized from acetone-hexane to give 2.2 g. of the product of the Example, m.p. 199°-200° C.

Workup

  1. additionA mixture of 3.0 g
  2. temperatureunder reflux overnight
  3. customThe material which separates is collected
  4. washwashed with hexane
  5. customcrystallized from acetone-hexane
  6. customto give 2.2 g

Sources & evidence

ORD record
ord-641d5b44cdce42c592ff689eb55bd9a3
Source dataset
uspto-grants-1980_06
Patent number
US04209621

Reaction notes

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