Tetracyanoethylene → HCID 11404199, compound

HRID 842150Notes

Reaction equation

HRID 842150 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-trichlorophenyl hydrazine (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-eab028e0ba334611b4c154b4236c145f
Source dataset
uspto-grants-2002_04
Patent number
US06372774B1

Reaction notes

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