Hydrochloric Acid → 7-(2,5-Dibromothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride

HRID 1700667Notes

Reaction equation

HRID 1700667 reaction equation
[Br:1][C:2]1[S:3][C:4]([Br:19])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=O)[CH2:8]1.[C:20]([NH:23][NH2:24])([NH2:22])=[NH:21].[ClH:25].Cl>C(O)C>[ClH:25].[Br:1][C:2]1[S:3][C:4]([Br:19])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[CH:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=[N:24][NH:23][C:20]([NH2:22])=[NH:21])[CH2:8]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 183174087-(2,5-Dibromothiophen-3-yl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-oneHCID 178418668HCID 178418668, compound

Product 1

HCID 1784281017-(2,5-Dibromothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochlorideYield 91.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 7-(2,5-dibromothiophen-3-yl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (0.08 g) and aminoguanidine hydrochloride (24 mg) were added ethanol (1 ml) and concentrated hydrochloric acid (0.04 ml), and the mixture was stirred at 90° C. for 12 hours and cooled. Precipitated crystals were filtered, washed with ethanol and dried to give 7-(2,5-dibromothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 124) (0.09 g) as pale yellow crystals.

Workup

  1. temperaturecooled
  2. customPrecipitated crystals
  3. filtrationwere filtered
  4. washwashed with ethanol
  5. customdried

Sources & evidence

ORD record
ord-1c178f01306b4245ad77ccd772b2ebe0
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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