Hydrochloric Acid → HCID 178428138, compound

HRID 1700757Notes

Reaction equation

HRID 1700757 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:20])=[C:6]([CH:8]2[CH2:17][C:16]3[N:15]=[CH:14][CH:13]=[C:12]([CH3:18])[C:11]=3[C:10](=O)[CH2:9]2)[CH:7]=1.[C:21]([NH:24][NH2:25])([NH2:23])=[NH:22].[ClH:26].Cl>C(O)C>[ClH:26].[F:1][C:2]1[CH:3]=[CH:4][C:5]([OH:20])=[C:6]([CH:8]2[CH2:17][C:16]3[N:15]=[CH:14][CH:13]=[C:12]([CH3:18])[C:11]=3[C:10](=[N:25][NH:24][C:21]([NH2:23])=[NH:22])[CH2:9]2)[CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 18317731HCID 18317731, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178428138HCID 178428138, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

To a mixture of 7-(5-fluoro-2-hydroxyphenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (0.75 g) and aminoguanidine hydrochloride (0.333 g) were added ethanol (8 ml) and concentrated hydrochloric acid (0. 5 ml), and the mixture was stirred at 110° C. (bath temperature) for 2.5 hours. The reaction solution was cooled to room temperature, and the resulting crystals were filtered and dried to give 7-(5-fluoro-2-hydroxyphenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 169) (1 g) as pale yellow crystals.

Workup

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

Sources & evidence

ORD record
ord-debfa015ea764e1d96ebb47cf59a2058
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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