Hydrazine → 5-(p-Fluorophenyl)-3-hydrazino-1,2,4-triazine

HRID 237090Notes

Reaction equation

HRID 237090 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10](SC)[N:11]=[N:12][CH:13]=2)=[CH:4][CH:3]=1.[NH2:16][NH2:17]>CO.O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([NH:16][NH2:17])[N:11]=[N:12][CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 9321HydrazineHCID 6542465-(4-Fluoro-phenyl)-3-methylsulfanyl-[1,2,4]triazine

Product 1

HCID 127486495-(p-Fluorophenyl)-3-hydrazino-1,2,4-triazine

Reagents, catalysts & solvents 1

HCID 21899815MeOH tetrahydrofuranSolvent

Procedure

To a solution of 11.9 g. of 5-(p-fluorophenyl)-3-(methylthio)-1,2,4-triazine in 50 ml. of 1:1 methanol-tetrahydrofuran is added 2.1 ml. of 95% hydrazine. The mixture is refluxed for 12 hours and then cooled. The solid which forms is collected by filtration and washed with hexane, giving 5-(p-fluorophenyl)-3-hydrazino-1,2,4-triazine as a yellow solid.

Workup

  1. temperatureThe mixture is refluxed for 12 hours
  2. temperaturecooled
  3. filtrationThe solid which forms is collected by filtration
  4. washwashed with hexane

Sources & evidence

ORD record
ord-bfad9d92515140e3a5c5dc3a4eca520c
Source dataset
uspto-grants-1979_06
Patent number
US04159375

Reaction notes

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