Hydrochloric Acid → HCID 178427319, compound

HRID 1700542Notes

Reaction equation

HRID 1700542 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]2[C:19]3[CH2:18][CH:17]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[CH2:16][C:15](=O)[C:14]=3[CH:13]=[CH:12]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1.[C:27]([NH:30][NH2:31])([NH2:29])=[NH:28].[ClH:32].Cl.O>C(O)C>[ClH:32].[NH:30]([N:31]=[C:15]1[CH2:16][CH:17]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH2:18][C:19]2[N:11]([S:8]([C:5]3[CH:6]=[CH:7][C:2]([CH3:1])=[CH:3][CH:4]=3)(=[O:10])=[O:9])[CH:12]=[CH:13][C:14]1=2)[C:27]([NH2:29])=[NH:28]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 18317356HCID 18317356, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178427319HCID 178427319, compoundYield 87.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-(4-methylphenyl)sulfonyl-6-phenyl-4,5,6,7-tetrahydroindol-4-one (1.0 g), aminoguanidine hydrochloride (0.32 g), concentrated hydrochloric acid (0.14 ml), water (0.14 ml) and ethanol (50 ml) was refluxed for 20 minutes. Under reduced pressure, the solvent was evaporated, and the residue was washed with water, dried and recrystallized from ethanol to give 4-guanidinoimino-1-(4-methylphenyl)sulfonyl-6-phenyl-4,5,6,7-tetrahydroindole hydrochloride (Compound 19) (1.1 g) as colorless crystals.

Workup

  1. temperaturewas refluxed for 20 minutes
  2. customUnder reduced pressure, the solvent was evaporated
  3. washthe residue was washed with water
  4. customdried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-7d2a0331cedf4c1097b8a0d6d4465d28
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

Loading…