Hydrochloric Acid → HCID 178434183, compound

HRID 1700767Notes

Reaction equation

HRID 1700767 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[CH:10]1[CH2:18][C:17]2[NH:16][N:15]=[C:14]([CH3:19])[C:13]=2[C:12](=O)[CH2:11]1.[C:21]([NH:24][NH2:25])([NH2:23])=[NH:22].Cl.Cl.O>C(O)C>[ClH:2].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[CH:5][C:4]=1[CH:10]1[CH2:18][C:17]2[NH:16][N:15]=[C:14]([CH3:19])[C:13]=2[C:12](=[N:25][NH:24][C:21]([NH2:23])=[NH:22])[CH2:11]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 178418668HCID 178418668, compoundHCID 178434192HCID 178434192, compound

Product 1

HCID 178434183HCID 178434183, compoundYield 186.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 6-(2,5-dichlorophenyl)-3-methyl-4,5,6,7-tetrahydroindazol-4-one hydrochloride (1.1 g), aminoguanidine hydrochloride (0.49 g) in ethanol (30 ml) were added concentrated hydrochloric acid (0.9 ml) and water (0.9 ml), and the mixture was refluxed for 5 hours. Under reduced pressure, the solvent was evaporated, and the residue was dissolved in water. The solution was washed with ethyl acetate, and the aqueous layer was concentrated under reduced pressure. Precipitated crystals were recrystallized from ethanol-water to give 6-(2,5-dichlorophenyl)-4-guanidinoimino-3-methyl-4,5,6,7-tetrahydroindazole hydrochloride (Compound 176) (1.2 g) as colorless crystals.

Workup

  1. temperaturethe mixture was refluxed for 5 hours
  2. customUnder reduced pressure, the solvent was evaporated
  3. dissolutionthe residue was dissolved in water
  4. washThe solution was washed with ethyl acetate
  5. concentrationthe aqueous layer was concentrated under reduced pressure
  6. customPrecipitated crystals
  7. customwere recrystallized from ethanol-water

Sources & evidence

ORD record
ord-770f21c371a144de9dbc718845dee84d
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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