Hydrochloric Acid → HCID 178425391, compound

HRID 1700764Notes

Reaction equation

HRID 1700764 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[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]([CH3:8])=[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 18317545HCID 18317545, compoundHCID 178418668HCID 178418668, compound

Product 1

HCID 178425391HCID 178425391, compoundYield 98.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

To a mixture of 7-(2-chloro-5-methylphenyl)-4-methyl-5,6,7,8-tetrahydrocinnolin-5-one (0.4 g) and aminoguanidine hydrochloride (0.164 g) were added ethanol (8 ml) and concentrated hydrochloric acid (0.15 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 resulting crystals were filtered and dried to give 7-(2-chloro-5-methylphenyl)-5-guanidinoimino-4-methyl-5,6,7,8-tetrahydrocinnoline hydrochloride (Compound 173) (0.261 g) as blue white crystals.

Workup

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

Sources & evidence

ORD record
ord-e9122f5c9ede41be8d396eb246410e63
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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