6-(o-Fluorophenyl)-3-hydrazino-1,2,4-triazine → 6-(o-Fluorophenyl)-3-methyl-1,2,4-triazolo[4,3-b]-1,2,4-triazine

HRID 237106Notes

Reaction equation

HRID 237106 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:13]=[N:12][C:11]([NH:14][NH2:15])=[N:10][CH:9]=1.[C:16]([O-])([O-])(OCC)[CH3:17]>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:9]=[N:10][C:11]2[N:12]([C:16]([CH3:17])=[N:15][N:14]=2)[N:13]=1

Participants

3

Reactant 2

HCID 125812906-(o-Fluorophenyl)-3-hydrazino-1,2,4-triazineHCID 86598186Ethyl ortho-acetate

Product 1

HCID 125813016-(o-Fluorophenyl)-3-methyl-1,2,4-triazolo[4,3-b]-1,2,4-triazine

Procedure

A mixture of 3.8 g. of 6-(o-fluorophenyl)-3-hydrazino-1,2,4-triazine and 40 ml. of ethyl orthoacetate is refluxed for 4 hours, cooled and the solid is collected by filtration and washed with hexane, giving the desired product as a yellow solid, m.p. 199.5°-203.5° C.

Workup

  1. additionA mixture of 3.8 g
  2. temperaturecooled
  3. filtrationthe solid is collected by filtration
  4. washwashed with hexane

Sources & evidence

ORD record
ord-1ce50a56372b41ac874d78ee7f3712fc
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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