5-(o-Fluorophenyl)-3-hydrazino-1,2,4-triazine → 7-(o-Fluorophenyl)-3-methyl-1,2,4-triazolo[4,3-b]-1,2,4-triazine

HRID 237093Notes

Reaction equation

HRID 237093 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]=[C:10]([NH:14][NH2:15])[N:11]=[N:12][CH:13]=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:13]=[N:12][N:11]2[C:16]([CH3:17])=[N:15][N:14]=[C:10]2[N:9]=1

Participants

3

Reactant 2

HCID 125812735-(o-Fluorophenyl)-3-hydrazino-1,2,4-triazineHCID 86598186Ethyl ortho-acetate

Product 1

HCID 125812757-(o-Fluorophenyl)-3-methyl-1,2,4-triazolo[4,3-b]-1,2,4-triazine

Procedure

A mixture of 6.15 g. of 5-(o-fluorophenyl)-3-hydrazino-1,2,4-triazine and 50 ml. of ethyl orthoacetate is refluxed for 2.5 hours, cooled and the solid is collected by filtration and washed with hexane and ethanol, giving the desired product as yellow crystals, m.p. 227°-229° C.

Workup

  1. additionA mixture of 6.15 g
  2. temperaturecooled
  3. filtrationthe solid is collected by filtration
  4. washwashed with hexane and ethanol

Sources & evidence

ORD record
ord-8993d7c1ae9a4ce490a33fcb8a92ee1c
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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