Hydroxyamine hydrochloride → HCID 178513258, compound

HRID 1627619Notes

Reaction equation

HRID 1627619 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-376bcac98e804832b8ce11b824cbbc39
Source dataset
uspto-grants-2014_07
Patent number
US08785643B2

Reaction notes

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