Tetracyanoethylene → HCID 11404199, compound

HRID 1078446Notes

Reaction equation

HRID 1078446 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[NH:10][NH2:11].[C:12]([C:14](C#N)=[C:15]([C:18]#[N:19])[C:16]#[N:17])#[N:13]>C(O)C>[NH2:19][C:18]1[N:10]([C:3]2[C:2]([Cl:1])=[CH:7][C:6]([Cl:8])=[CH:5][C:4]=2[Cl:9])[N:11]=[C:14]([C:12]#[N:13])[C:15]=1[C:16]#[N:17]

Participants

4

Reactant 2

HCID 12635TetracyanoethyleneHCID 79234(2,4,6-Trichlorophenyl)hydrazine

Product 1

HCID 11404199HCID 11404199, compoundYield 41.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2,4,6-trichlorophenylhydrazine (21.1 g) and tetracyanoethylene (13.3 g) in ethanol (100 ml) was heated at reflux for 15 minutes. The reaction mixture was cooled and the solid precipitate was filtered off and washed with diethyl ether to give 5-amino-3,4-dicyano-1-(2,4,6-trichlorophenyl)pyrazole (13 g), as a buff colored solid, m.p. 267°-271° C.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 15 minutes
  3. temperatureThe reaction mixture was cooled
  4. filtrationthe solid precipitate was filtered off
  5. washwashed with diethyl ether

Sources & evidence

ORD record
ord-630d6f935e794e4982840e9020ff8f65
Source dataset
uspto-grants-1996_08
Patent number
US05547974

Reaction notes

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