Hydrazine hydrate (1:1) → 4-Cyano-5-hydrazino-1-(2,4-dichlorophenyl)-pyrazole

HRID 622287Notes

Reaction equation

HRID 622287 reaction equation
Br[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=2[Cl:14])[N:5]=[CH:4][C:3]=1[C:15]#[N:16].O.[NH2:18][NH2:19]>O1CCOCC1>[C:15]([C:3]1[CH:4]=[N:5][N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=2[Cl:14])[C:2]=1[NH:18][NH2:19])#[N:16]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 13537966HCID 13537966, compound

Product 1

HCID 137557984-Cyano-5-hydrazino-1-(2,4-dichlorophenyl)-pyrazoleYield 40%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

6.4 g (0.02 mol) of 5-bromo-4-cyano-1-(2,4-dichlorophenyl)-pyrazole and 15 g (0.2 mol) of hydrazine hydrate in 80 ml of dioxane are stirred at the reflux temperature for 20 hours, the mixture is then concentrated under reduced pressure and the residue is stirred with water, filtered off with suction and recrystallized twice from ethanol. 2.1 g (40% of theory) of 4-cyano-5-hydrazino-1-(2,4-dichlorophenyl)-pyrazole of melting point 199° C.-204° C. are obtained.

Workup

  1. concentrationthe mixture is then concentrated under reduced pressure
  2. filtrationfiltered off with suction
  3. customrecrystallized twice from ethanol

Sources & evidence

ORD record
ord-8094ee253dbb4e3b86920b9c8f629b1c
Source dataset
uspto-grants-1988_09
Patent number
US04770688

Reaction notes

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