Hydrochloric Acid → 1-Phenyl-4-cyano-5-(n-propylcarbonylamino)-pyrazole

HRID 375700

Reaction equation

HRID 375700 reaction equation
[C:1](Cl)(=[O:5])[CH2:2][CH2:3][CH3:4].[C:7]1([N:13]2[C:17]([NH2:18])=[C:16]([C:19]#[N:20])[CH:15]=[N:14]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl>N1C=CC=CC=1>[C:7]1([N:13]2[C:17]([NH:18][C:1]([CH2:2][CH2:3][CH3:4])=[O:5])=[C:16]([C:19]#[N:20])[CH:15]=[N:14]2)[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8855Butyryl chlorideHCID 792565-Amino-1-phenyl-1H-pyrazole-4-carbonitrile

Product 1

HCID 189937071-Phenyl-4-cyano-5-(n-propylcarbonylamino)-pyrazoleYield 50%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

6.8 ml (66 mmol) of butyryl chloride were added to a solution of 5.52 g (30 mmol) of 1-phenyl-4-cyano-5-aminopyrazole [known from J. Org. Chem. 21 (1956), 1240] in 70 ml of pyridine. The mixture was heated for 15 hours at 50° C. and then poured into 500 ml of 5% strength by weight aqueous hydrochloric acid. The product was extracted from the aqueous phase with methylene chloride and then isolated in a conventional manner. Yield: 50%.

Workup

  1. extractionThe product was extracted from the aqueous phase with methylene chloride
  2. customisolated in a conventional manner

Sources & evidence

ORD record
ord-b4109847d1db4483bc446fb578ac9153
Source dataset
uspto-grants-1996_01
Patent number
US05486618

Linked notes

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