Hydrochloric Acid → HCID 178426013, compound

HRID 1700765Notes

Reaction equation

HRID 1700765 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:20])=[C:6]([CH:8]2[CH2:17][C:16]3[N:15]=[N: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]([CH3:20])=[C:6]([CH:8]2[CH2:17][C:16]3[N:15]=[N: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 18317394HCID 18317394, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178426013HCID 178426013, compoundYield 92.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

To a solution of 7-(5-fluoro-2-methylphenyl)-4-methyl-5,6,7,8-tetrahydrocinnolin-5-one (0.265 g) and aminoguanidine hydrochloride (0.12 g) in ethanol (3 ml) was added concentrated hydrochloric acid (0.15 ml), and the mixture was stirred at 110° C. (bath temperature) for 3.5 hours. The reaction solution was cooled to room temperature, and the crystals were filtered and dried to give 7-(5-fluoro-2-methylphenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydrocinnoline hydrochloride (Compound 174) (0.33 g) as blue gray crystals.

Workup

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

Sources & evidence

ORD record
ord-dce14d6acc3e4347b8451c39eb1985ee
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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