تفاعل #84069

ord-3b909b9459f547ddaf88c07c65870078

معادلة التفاعل

N#Cc1ccc(-c2ccc3cc(O)ccc3n2)cc1
4-(6-hydroxyquinolin-2-yl)benzonitrile
Cl.NO
NH2OH.HCl
N=C(NO)c1ccc(-c2ccc3cc(O)ccc3n2)cc1
desired product
المردود 78.0%
N=C(NO)c1ccc(-c2ccc3cc(O)ccc3n2)cc1
N-hydroxy-4-(6-hydroxyquinolin-2-yl)benzimidamide
المردود 78.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
80°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزfollowed by concentration in vacuo
  2. 2
    workup.STIRRINGstirred for 1 hour
  3. 3
    ترشيحFiltration
  4. 4
    أخرىdrying of the solids

الإجراء التجريبي

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).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09433618B2uspto-grants-2016_09