Hydroxyamine hydrochloride → HCID 178513258, compound

HRID 2201423Notes

Reaction equation

HRID 2201423 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=1)[CH:6]=[CH:5]2.[NH2:20][OH:21].Cl>CCO>[OH:21][NH:20][C:16](=[NH:17])[C:15]1[CH:14]=[CH:13][C:12]([C:7]2[CH:6]=[CH:5][C:4]3[C:9](=[CH:10][CH:11]=[C:2]([OH:1])[CH:3]=3)[N:8]=2)=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 669800944-(6-Hydroxyquinolin-2-yl)benzonitrile

Product 1

HCID 178513258HCID 178513258, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

See Scheme 4, route B. 4-(6-hydroxyquinolin-2-yl)benzonitrile (900 mg, 3.68 mmol) was dissolved in 25 mL of EtOH and to it was added NH2OH.HCl (500 mg, 7.36 mmol) and TEA (1.5 mL). The mixture was stirred at 80° C. for 2 hours followed by concentration in vacuo. The crude solids were then suspended in 25 mL of H2O and stirred for 1 hour. Filtration and drying of the solids yielded desired product (800 mg, 78% yield).

Workup

  1. concentrationfollowed by concentration in vacuo
  2. stirringstirred for 1 hour
  3. filtrationFiltration
  4. customdrying of the solids

Sources & evidence

ORD record
ord-fcfbf955363643b790cf463e69fa9b29
Source dataset
uspto-grants-2016_06
Patent number
US09364481B2

Reaction notes

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