HCID 19382706, compound → HCID 67780802, compound

HRID 2400157Notes

Reaction equation

HRID 2400157 reaction equation
[ClH:1].[NH2:2][C:3]1[N:7]([C:8]([NH2:10])=[NH:9])[N:6]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][CH:12]=2)[CH:4]=1.[H][H]>CO.[C].[Pd]>[ClH:1].[ClH:1].[NH2:2][C:3]1[N:7]([C:8]([NH2:10])=[NH:9])[N:6]=[C:5]([C:11]2[CH:16]=[CH:15][C:14]([NH2:17])=[CH:13][CH:12]=2)[CH:4]=1

Participants

5

Reactant 2

HCID 19382706HCID 19382706, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 67780802HCID 67780802, compoundYield 130.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A catalytic amount of 10% palladium-carbon was added to a solution of 0.24 g of 5-amino-3-(4-nitrophenyl)-1H-pyrazole-1-carboxamidine hydrochloride in 40 ml of methanol and stirred for 30 minutes in a hydrogen atmosphere of normal pressure at room temperature. The reaction solution was filtered to remove the insoluble solids therefrom, and 0.5 ml of 4N hydrochloric acid-dioxane were added thereto. The solvents were removed by distillation under reduced pressure, and the resulting residue was recrystallized from ethanol-ether to obtain 0.16 g of 5-amino-3- (4-aminophenyl)-1H-pyrazole-1-carboxamidine dihydrochloride.

Workup

  1. filtrationThe reaction solution was filtered
  2. customto remove the insoluble solids
  3. addition0.5 ml of 4N hydrochloric acid-dioxane were added
  4. customThe solvents were removed by distillation under reduced pressure
  5. customthe resulting residue was recrystallized from ethanol-ether

Sources & evidence

ORD record
ord-435e9752f7e24f82882ef7ab89da5342
Source dataset
uspto-grants-1995_09
Patent number
US05453514

Reaction notes

Loading…