Hydrochloric Acid → HCID 178485177, compound

HRID 1700610Notes

Reaction equation

HRID 1700610 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:16][C:15]2[NH:14][N:13]=[C:12]([CH3:17])[C:11]=2[C:10](=O)[CH2:9]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.[NH2:30][NH:31][C:32]([NH:34][CH3:35])=[NH:33].Cl>C(O)C>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:16][C:15]2[NH:14][N:13]=[C:12]([CH3:17])[C:11]=2[C:10](=[N:30][NH:31][C:32](=[NH:33])[NH:34][CH3:35])[CH2:9]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1784341903-Methyl-6-(2-chlorophenyl)-4,5,6,7-tetrahydroindazol-4-oneHCID 178485180HCID 178485180, compound

Product 1

HCID 178485177HCID 178485177, compoundYield 145.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 6-(2-chlorophenyl)-3-methyl-4-oxo-4,5,6,7-tetrahydroindazole (78 mg), 1-amino-3-methylguanidine p-toluenesulfonate (86 mg) and concentrated hydrochloric acid (0.1 ml) in ethanol (1 ml) was stirred at room temperature for 60 hours, and crystals precipitated during the reaction were filtered and washed with ethanol. To the crystals were added ethyl acetate (60 ml) and 2 N sodium hydroxide (5 ml) to dissolve the crystals. The separated ethyl acetate layer was washed with water (10 ml, thrice), to which was added 2 N hydrochloric acid (0.3 ml). The mixture was concentrated under reduced pressure, and the residue was washed with a mixture of ether/ethanol=4/1 and dried to give 6-(2-chlorophenyl)-3-methyl-4-(1-methylguanidin-3-yl)imino-4,5,6,7-tetrahydroindazole hydrochloride (Compound 92) (80 mg) as colorless solid.

Workup

  1. customcrystals precipitated during the reaction
  2. filtrationwere filtered
  3. washwashed with ethanol
  4. additionTo the crystals were added ethyl acetate (60 ml) and 2 N sodium hydroxide (5 ml)
  5. dissolutionto dissolve the crystals
  6. washThe separated ethyl acetate layer was washed with water (10 ml, thrice), to which
  7. additionwas added 2 N hydrochloric acid (0.3 ml)
  8. concentrationThe mixture was concentrated under reduced pressure
  9. washthe residue was washed with a mixture of ether/ethanol=4/1
  10. customdried

Sources & evidence

ORD record
ord-f4f0b9aa8e3a4160bafa7ba5600503f0
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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