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

HRID 1958880Notes

Reaction equation

HRID 1958880 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH2:13][CH2:12][C:11]([NH2:14])=[N:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]>ClCCl.O=[Mn]=O>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[CH:13]=[CH:12][C:11]([NH2:14])=[N:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 1

HCID 155806881-(3,4-Dichlorophenyl)-4,5-dihydro-1H-pyrazol-3-amine

Product 1

HCID 234642861-(3,4-Dichlorophenyl)-1H-pyrazol-3-amine

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-(3,4-dichlorophenyl)-4,5-dihydro-1H-pyrazol-3-amine (0.62 g, 2.7 mmol) in dichlorometane (45 ml), MnO2 (1.04 g, 10.8 mmol) was added and the mixture stirred at room temperature during 4 hrs. The final mixture was filtered throught decalite and the filtered solution evaporated to dryness in vacuo. The red crude solid was crystallized in ethyl ether/petroleum ether yielding 0.46 g of 1-(3,4-dichlorophenyl)-1H-pyrazol-3-amine.

Workup

  1. filtrationThe final mixture was filtered
  2. customthe filtered solution evaporated to dryness in vacuo
  3. customThe red crude solid was crystallized in ethyl ether/petroleum ether yielding 0.46 g of 1-(3,4-dichlorophenyl)-1H-pyrazol-3-amine

Sources & evidence

ORD record
ord-7f20c11754394a0bb41242f36ee119bd
Source dataset
uspto-grants-2013_04
Patent number
US08410159B2

Reaction notes

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