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

HRID 237099Notes

Reaction equation

HRID 237099 reaction equation
[NH:1]([C:3]1[N:4]=[N:5][C:6]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)=[CH:7][N:8]=1)[NH2:2].[C:16]([O-])([O-])(OCC)[CH3:17]>CCCCCC>[F:15][C:12]1[CH:11]=[CH:10][C:9]([C:6]2[CH:7]=[N:8][C:3]3[N:4]([C:16]([CH3:17])=[N:2][N:1]=3)[N:5]=2)=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 213152186-(4-Fluorophenyl)-3-hydrazinyl-1,2,4-triazineHCID 86598186Ethyl ortho-acetate

Product 1

HCID 125812966-(p-Fluorophenyl)-3-methyl-1,2,4-triazolo[4,3-b]-1,2,4-triazine

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 3.09 g. of 3-hydrazino-6-(p-fluorophenyl)-1,2,4-triazine and 35 ml. of ethyl orthoacetate is refluxed for 4 hours, cooled, poured into hexane and the solid is collected, and washed with ethanol giving the desired product as a brown solid, m.p. 147°-150° C.

Workup

  1. additionA mixture of 3.09 g
  2. temperaturecooled
  3. customthe solid is collected
  4. washwashed with ethanol giving the desired product as a brown solid, m.p. 147°-150° C.

Sources & evidence

ORD record
ord-af583702d93b4fbb869e46600b5f0f40
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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