Pyridine → 1-(4-Chlorophenyl)-1H-pyrazol-3-amine

HRID 26277Notes

Reaction equation

HRID 26277 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:12][CH2:11][C:10]([NH2:13])=[N:9]2)=[CH:4][CH:3]=1.N1C=CC=CC=1>C(O)C.Cl[Cu]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[CH:11][C:10]([NH2:13])=[N:9]2)=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 1049PyridineHCID 125514501-(4-Chlorophenyl)-4,5-dihydro-1H-pyrazol-3-amine

Product 1

HCID 136269451-(4-Chlorophenyl)-1H-pyrazol-3-amineYield 51.6%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 702EthanolSolvent

Procedure

In the same apparatus and according to the same modalities as in Example 1, 1.95 g (0.01 mole) of 1-(p-chlorophenyl)-3-amino-2-pyrazoline were suspended in 12 ml of ethanol and 0.1 ml of pyridine with addition of 0.1 g of CuCl, under an oxygen head. Oxidation was completed after about 10 hours. The oxidized product was isolated as in Example 2, thus obtaining 1 g of 1-(p-chlorophenyl)-3-amino-pyrazole of melting point 107°-108° C.

Workup

  1. customThe oxidized product was isolated as in Example 2

Sources & evidence

ORD record
ord-3ac92cd603c94cc285cb3485c7edd28e
Source dataset
uspto-grants-1979_04
Patent number
US04149005

Reaction notes

Loading…