Hydrochloric Acid → HCID 178430930, compound

HRID 1700742Notes

Reaction equation

HRID 1700742 reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:19])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[N:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=O)[CH2:8]1.Cl.[NH2:21][NH:22][C:23]([NH:25][OH:26])=[NH:24].Cl>C(O)C>[ClH:1].[Cl:1][C:2]1[S:3][C:4]([Cl:19])=[CH:5][C:6]=1[CH:7]1[CH2:16][C:15]2[N:14]=[N:13][CH:12]=[C:11]([CH3:17])[C:10]=2[C:9](=[N:21][NH:22][C:23](=[NH:24])[NH:25][OH:26])[CH2:8]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 183174407-(2,5-Dichlorothiophen-3-yl)-4-methyl-5,6,7,8-tetrahydrocinnolin-5-oneHCID 178479533HCID 178479533, compound

Product 1

HCID 178430930HCID 178430930, compoundYield 81.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
90 °C

Procedure

To a mixture of 7-(2,5-dichlorothiophen-3-yl)-4-methyl-5,6,7,8-tetrahydrocinnolin-5-one (145 mg) and 1-amino-3-hydroxyguanidine hydrochloride (61 mg) were added ethanol (3 ml) and concentrated hydrochloric acid (0.05 ml), and the mixture was stirred at 90° C. for 1.5 hours. The reaction solution was concentrated under reduced pressure, and the residue was recrystallized from ethanol-acetone to give 7-(2,5-dichlorothiophen-3-yl)-5-(1-hydroxyguanidin-3-yl)imino-4-methyl-5,6,7,8-tetrahydrocinnoline hydrochloride (Compound 155) (80 mg) as whitish gray crystals.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customthe residue was recrystallized from ethanol-acetone

Sources & evidence

ORD record
ord-5a6ab90d0f124cffb1b387207b238a05
Source dataset
uspto-grants-2002_02
Patent number
US06350749B1

Reaction notes

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