Acetyl chloride → 5-Acetamido-4-cyano-1-(2,3,4-trichlorophenyl)pyrazole

HRID 1462133Notes

Reaction equation

HRID 1462133 reaction equation
[NH2:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[C:8]=2[Cl:15])[N:5]=[CH:4][C:3]=1[C:16]#[N:17].[C:18](Cl)(=[O:20])[CH3:19]>>[C:18]([NH:1][C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([Cl:13])=[C:9]([Cl:14])[C:8]=2[Cl:15])[N:5]=[CH:4][C:3]=1[C:16]#[N:17])(=[O:20])[CH3:19]

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 30189015-amino-1-(2,3,4-trichlorophenyl)-1H-pyrazole-4-carbonitrile

Product 1

HCID 131275295-Acetamido-4-cyano-1-(2,3,4-trichlorophenyl)pyrazoleYield 3,175.8%

Procedure

5-Amino-4-cyano-1-(2,3,4-trichlorophenyl)pyrazole (2.9 g) in acetylchloride (15 mg) was heated at reflux for 2 hours. The reaction mixture was then filtered and the solid residue was triturated with acetyl chloride (10 ml), to give 5-acetamido-4-cyano-1-(2,3,4-trichlorophenyl)pyrazole (2.0 g), m.p. 220°-223° C., in the form of a colourless powder.

Workup

  1. temperatureat reflux for 2 hours
  2. filtrationThe reaction mixture was then filtered
  3. customthe solid residue was triturated with acetyl chloride (10 ml)

Sources & evidence

ORD record
ord-787dc3162a6741abb74640f237d117a1
Source dataset
uspto-grants-1984_07
Patent number
US04459150

Reaction notes

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