Hydrochloric Acid → HCID 18317722, compound

HRID 1700592Notes

Reaction equation

HRID 1700592 reaction equation
[Cl:1][C:2]1[S:6][C:5]([CH:7]2[CH2:16][C:15]3[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=3[C:9](=O)[CH2:8]2)=[CH:4][CH:3]=1.C(NN)(N)=N.Cl.Cl.O>C(O)C>[ClH:1].[Cl:1][C:2]1[S:6][C:5]([CH:7]2[CH2:16][C:15]3[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=3[CH2:9][CH2:8]2)=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 11065756HCID 11065756, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 18317722HCID 18317722, compoundYield 60.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 7-(5-chloro-2-thienyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (0.79 g), aminoguanidine hydrochloride (0.33 g), concentrated hydrochloric acid (0.7 ml), water (0.7 ml) and ethanol (40 ml) was refluxed for 8.5 hours. Under reduced pressure, the solvent was evaporated, and the residue was washed with ethanol and recrystallized from ethanol-water. The resulting crystals were washed with ethanol to give 7-(5-chloro-2-thienyl)-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 72) (0.26 g) as crystals.

Workup

  1. temperaturewas refluxed for 8.5 hours
  2. customUnder reduced pressure, the solvent was evaporated
  3. washthe residue was washed with ethanol
  4. customrecrystallized from ethanol-water
  5. washThe resulting crystals were washed with ethanol

Sources & evidence

ORD record
ord-a5cf03d949c248aa93c014e0f031b5b8
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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