Hydrochloric Acid → HCID 178430924, compound

HRID 1700748Notes

Reaction equation

HRID 1700748 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH:9]1[CH2:18][C:17]2[N:16]=[N: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:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[CH:9]1[CH2:18][C:17]2[N:16]=[N: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 18317647HCID 18317647, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178430924HCID 178430924, compoundYield 134.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

To a mixture of 7-(2,5-dichlorophenyl)-4-methyl-5,6,7,8-tetrahydrocinnolin-5-one (246 mg) and aminoguanidine hydrochloride (98 mg) were added ethanol (5 ml) and concentrated hydrochloric acid (0.1 ml), and the mixture was stirred at 110° C. (bath temperature) for 1.5 hours. The reaction solution was cooled to room temperature, and the crystals were filtered and dried to give 7-(2,5-dichlorophenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydrocinnoline hydrochloride (Compound 161) (215 mg) as gray white crystals.

Workup

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

Sources & evidence

ORD record
ord-aa2e7fe1293d406696a6959e4ed4e182
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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