Hydrochloric Acid → HCID 178426081, compound

HRID 1700763Notes

Reaction equation

HRID 1700763 reaction equation
Cl.[Cl:2][C:3]1[CH:7]=[C:6]([CH3:8])[S:5][C:4]=1[CH:9]1[CH2:18][C:17]2[N:16]=[CH:15][CH:14]=[C:13]([CH3:19])[C:12]=2[C:11](=O)[CH2:10]1.[C:21]([NH:24][NH2:25])([NH2:23])=[NH:22].Cl.Cl>C(O)C>[ClH:2].[Cl:2][C:3]1[CH:7]=[C:6]([CH3:8])[S:5][C:4]=1[CH:9]1[CH2:18][C:17]2[N:16]=[CH:15][CH:14]=[C:13]([CH3:19])[C:12]=2[C:11](=[N:25][NH:24][C:21]([NH2:23])=[NH:22])[CH2:10]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317716HCID 18317716, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178426081HCID 178426081, compoundYield 199.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

To a mixture of 7-(3-chloro-5-methylthiophen-2-yl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one hydrochloride (1 g) and aminoguanidine hydrochloride (0.366 g) were added ethanol (12 ml) and concentrated hydrochloric acid (0.1 ml), and the mixture was stirred at 110° C. (bath temperature) for 3 hours. The reaction solution was cooled to room temperature, and the resulting crystals were filtered and dried to give 7-(3-chloro-5-methylthiophen-2-yl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 172) (1.17 g) 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-23f58a2241e84ab4afcbaf9192619a9f
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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