1-(3-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-amine → 1-(3-chlorophenyl)-1H-pyrazol-3-amine

HRID 26276Notes

Reaction equation

HRID 26276 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:12][CH2:11][C:10]([NH2:13])=[N:9]2)[CH:5]=[CH:6][CH:7]=1>C(O)C.Cl[Cu]>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH:12]=[CH:11][C:10]([NH2:13])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 155806681-(3-chlorophenyl)-4,5-dihydro-1H-pyrazol-3-amine

Product 1

HCID 136269421-(3-chlorophenyl)-1H-pyrazol-3-amineYield 72.9%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 702EthanolSolvent

Procedure

In the same apparatus and following the same modalities as in Example 1, 5 g (0.0255 mole) of 1-(m-chlorophenyl)-3-amino-2-pyrazoline were suspended in 25 ml of ethanol with addition of 0.2 g of CuCl, under an oxygen head. Oxidation was concluded after about 3 hours. The oxidized product was recovered as in Example 1, obtaining 3.6 g of 1-(m-chlorophenyl)-3-aminopyrazole, melting at 106°-107° C.

Workup

  1. customThe oxidized product was recovered as in Example 1

Sources & evidence

ORD record
ord-55082323dc144dcb852e9283355811bf
Source dataset
uspto-grants-1979_04
Patent number
US04149005

Reaction notes

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