Hydrochloric Acid → HCID 178428729, compound

HRID 1700745Notes

Reaction equation

HRID 1700745 reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:20])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N+:14]([O-:17])=[CH:13][CH:12]=[C:11]([CH3:18])[C:10]=2[C:9](=O)[CH2:8]1.[C:21]([NH:24][NH2:25])([NH2:23])=[NH:22].Cl.Cl>C(O)C>[ClH:1].[Cl:1][C:2]1[S:3][C:4]([Cl:20])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N+:14]([O-:17])=[CH:13][CH:12]=[C:11]([CH3:18])[C:10]=2[C:9](=[N:25][NH:24][C:21]([NH2:23])=[NH:22])[CH2:8]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 183177197-(2,5-Dichlorothiophen-3-yl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one-1-oxideHCID 178418668HCID 178418668, compound

Product 1

HCID 178428729HCID 178428729, compoundYield 175.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
105 °C

Procedure

To a mixture of 7-(2,5-dichlorothiophen-3-yl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one-1-oxide (426 mg) and aminoguanidine hydrochloride (159 mg) were added ethanol (8 ml) and concentrated hydrochloric acid (0.15 ml), and the mixture was stirred at 105° C. for 2 hours. The reaction solution was cooled to room temperature, and the resulting crystals were filtered and dried to give 7-(2,5-dichlorothiophen-3-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline-1-oxide hydrochloride (Compound 158) (480 mg) as colorless crystals.

Workup

  1. temperatureThe reaction solution was cooled to room temperature
  2. filtrationthe resulting crystals were filtered
  3. customdried

Sources & evidence

ORD record
ord-8bbe49a518024e0193596b8cff5521bc
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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