HCID 13093694, compound → HCID 13093692, compound

HRID 1106264Notes

Reaction equation

HRID 1106264 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12](=[O:13])[CH2:11][C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[N+:20]([O-])=O)=[N:9]2)=[CH:4][CH:3]=1>C(O)C.[Pt].ClCCl>[NH2:20][C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[C:10]1[CH2:11][C:12](=[O:13])[N:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[N:9]=1

Participants

5

Reactant 1

HCID 13093694HCID 13093694, compound

Product 1

HCID 13093692HCID 13093692, compound

Reagents, catalysts & solvents 3

HCID 23939PlatinumCatalystHCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Procedure

The starting material is prepared thus: 2 g if 1-(p-chlorophenyl)-3-(o-nitrophenyl)-4,5-dihydropyrazol-5-one are catalytically hodrogenated in 100 ml of ethanol over 200 mg of 5% platinum on carbon at room temperature and 3 atmospheres. Since the product crystallizes from the mixture as it is formed, the mixture is diluted with dichloromethane to dissolve said crystalline product. It is filtered, the filtrate evaporated, and the dried residue recrystallized from ethanol, affording the 3-(o-aminophenyl)-1-(p-chlorophenyl)-4,5-dihydropyrazol-5-one melting at 199°-201°.

Workup

  1. customThe starting material is prepared thus
  2. customSince the product crystallizes from the mixture as it
  3. customis formed
  4. dissolutionto dissolve
  5. filtrationIt is filtered
  6. customthe filtrate evaporated
  7. customthe dried residue recrystallized from ethanol

Sources & evidence

ORD record
ord-15d5164c24244ab5a3e1b704ea8f0822
Source dataset
uspto-grants-1982_01
Patent number
US04312870

Reaction notes

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