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

HRID 26275Notes

Reaction equation

HRID 26275 reaction equation
[Br: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>C(O)C.Cl[Cu]>[Br: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

4

Reactant 1

HCID 135631261-(4-bromophenyl)-4,5-dihydro-1H-pyrazol-3-amine

Product 1

HCID 234642851H-Pyrazol-3-amine, 1-(4-bromophenyl)-Yield 50.5%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 702EthanolSolvent

Procedure

In the same apparatus and following the same modalities as in Example 1, 1 g (0.00416 mole) of 1-(p-bromophenyl)-3-amino-2-pyrazoline was suspended in 10 ml of ethanol with addition of 0.04 g (0.0004 mole) of CuCl and of 0.013 g (0.0002 mole) of Cu, under an oxygen head. Oxidation was concluded after about 3 hours. The oxidized product was recovered as in Example 1, thus obtaining 0.5 g of 1-(p-bromophenyl)-3-aminopyrazole, of melting point 122°-123° C.

Workup

  1. customThe oxidized product was recovered as in Example 1

Sources & evidence

ORD record
ord-99aa943ace1b4b17bfe66f6523417a29
Source dataset
uspto-grants-1979_04
Patent number
US04149005

Reaction notes

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