Water → N'-hydroxy-4-(6-methoxyquinolin-2-yl)benzenecarboximidamide

HRID 55805Notes

Reaction equation

HRID 55805 reaction equation
CO[C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[C:8]([C:13]1[CH:20]=[CH:19][C:16]([C:17]#[N:18])=[CH:15][CH:14]=1)[CH:7]=[CH:6]2.Cl.[NH2:22][OH:23].[C:24]([O-])([O-])=O.[K+].[K+].[OH2:30]>CO>[OH:23][NH:22][C:17](=[NH:18])[C:16]1[CH:19]=[CH:20][C:13]([C:8]2[CH:7]=[CH:6][C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:30][CH3:24])[CH:4]=3)[N:9]=2)=[CH:14][CH:15]=1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 621350HCID 621350, compound

Product 1

HCID 178487828N'-hydroxy-4-(6-methoxyquinolin-2-yl)benzenecarboximidamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Scheme 4, route B, step 1: 4-(6-methoxyquinolin-2-yl)benzonitrile (prepared via scheme 3) (780 mg, 3.00 mmol) was suspended in methanol (10 mL) and hydroxylamine hydrochloride (639 mg, 10.7 mmol), K2CO3 (414 mg, 3.00 mmol) were added. The reaction mixture was refluxed for 12 hours. Water (15 mL) was added and the precipitated solid was collected by filtration, washed with ethanol (5 mL) and dried over high vacuum to give the product (600 mg).

Workup

  1. temperatureThe reaction mixture was refluxed for 12 hours
  2. filtrationthe precipitated solid was collected by filtration
  3. washwashed with ethanol (5 mL)
  4. customdried over high vacuum

Sources & evidence

ORD record
ord-7050882b12ea477eb2eeb622784b0fbb
Source dataset
uspto-grants-2016_09
Patent number
US09433618B2

Reaction notes

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