Hydrochloric Acid → 5-Guanidinoimino-4-methyl-7-(5-methyl-2-thienyl)-5,6,7,8-tetrahydroquinoline hydrochloride

HRID 1700591Notes

Reaction equation

HRID 1700591 reaction equation
[CH3:1][C:2]1[C:11]2[C:10](=O)[CH2:9][CH:8]([C:13]3[S:14][C:15]([CH3:18])=[CH:16][CH:17]=3)[CH2:7][C:6]=2[N:5]=[CH:4][CH:3]=1.[C:19]([NH:22][NH2:23])([NH2:21])=[NH:20].[ClH:24].Cl>C(O)C>[ClH:24].[NH:22]([N:23]=[C:10]1[CH2:9][CH:8]([C:13]2[S:14][C:15]([CH3:18])=[CH:16][CH:17]=2)[CH2:7][C:6]2[N:5]=[CH:4][CH:3]=[C:2]([CH3:1])[C:11]1=2)[C:19]([NH2:21])=[NH:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317648HCID 18317648, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 1784238315-Guanidinoimino-4-methyl-7-(5-methyl-2-thienyl)-5,6,7,8-tetrahydroquinoline hydrochlorideYield 78.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-methyl-7-(5-methyl-2-thienyl)-5,6,7,8-tetrahydroquinolin-5-one (257 mg), aminoguanidine hydrochloride (117 mg) and concentrated hydrochloric acid (0.2 ml) in ethanol (5 ml) was refluxed for 30 minutes. The reaction solution was cooled, and precipitated crystals were filtered, washed with ethanol and dried to give 5-guanidinoimino-4-methyl-7-(5-methyl-2-thienyl)-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 71) (273 mg) as pale yellow crystals.

Workup

  1. temperaturewas refluxed for 30 minutes
  2. temperatureThe reaction solution was cooled
  3. customprecipitated crystals
  4. filtrationwere filtered
  5. washwashed with ethanol
  6. customdried

Sources & evidence

ORD record
ord-299fc33957474ea7815f92a1af9c4c05
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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