3-Hydrazino-5-(alpha,alpha,alpha-trifluoro-m-tolyl)-1,2,4-triazine → 3-Methyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)-1,2,4-triazolo[4,3-b]-1,2,4-triazine

HRID 237095Notes

Reaction equation

HRID 237095 reaction equation
[NH:1]([C:3]1[N:4]=[N:5][CH:6]=[C:7]([C:9]2[CH:10]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:13][CH:14]=2)[N:8]=1)[NH2:2].[C:19]([O-])([O-])(OCC)[CH3:20]>>[CH3:19][C:20]1[N:4]2[N:5]=[CH:6][C:7]([C:9]3[CH:10]=[C:11]([C:15]([F:18])([F:17])[F:16])[CH:12]=[CH:13][CH:14]=3)=[N:8][C:3]2=[N:1][N:2]=1

Participants

3

Reactant 2

HCID 30530543-Hydrazino-5-(alpha,alpha,alpha-trifluoro-m-tolyl)-1,2,4-triazineHCID 86598186Ethyl ortho-acetate

Product 1

HCID 125812603-Methyl-7-(alpha,alpha,alpha-trifluoro-m-tolyl)-1,2,4-triazolo[4,3-b]-1,2,4-triazine

Procedure

A mixture of 5.1 g. of 3-hydrazino-5-(α,α,α-trifluoro-m-tolyl)-1,2,4-triazine and 60 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 plates, m.p. 230°-233° C.

Workup

  1. additionA mixture of 5.1 g
  2. temperaturecooled
  3. filtrationthe solid is collected by filtration
  4. washwashed with hexane and ethanol

Sources & evidence

ORD record
ord-2dd4cbfef74441868ce96f157b218423
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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