تفاعل #1563878

ord-e2ff8e23c009438ca9eeb24fe3b95ccd

معادلة التفاعل

C(=NNc1ccccc1)/C(=N\Nc1ccccc1)c1ccco1
(2E)-2,2′-(1-(furan-2-yl)ethane-1,2-diylidene)bis(1-phenylhydrazine)
c1ccc(-n2ncc(-c3ccco3)n2)cc1
4-(furan-2-yl)-2-phenyl-2H-1,2,3-triazole
المردود 57.7%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwhile heating
  2. 2
    درجة الحرارةunder reflux
  3. 3
    workup.ADDITIONAfter complete addition
  4. 4
    درجة الحرارةheating
  5. 5
    أخرىThe solvent was then evaporated to dryness

الإجراء التجريبي

An aqueous solution of hydrated copper sulphate (421 mg, 1.68 mmol) in 2 mL of demineralized water was added portion-wise to a solution of (2E)-2,2′-(1-(furan-2-yl)ethane-1,2-diylidene)bis(1-phenylhydrazine) (150 mg, 0.493 mmol) in dioxane (3.3 ml) while heating under reflux. After complete addition, heating was continued further for 2 hours. The solvent was then evaporated to dryness. The resulting crude material was subjected to flash column chromatography using an ethyl acetate/hexane solvent system (1-1.5%) to yield the desired compound 4-(furan-2-yl)-2-phenyl-2H-1,2,3-triazole as a yellow solid (60 mg, 57.7%). The HPLC purity of the final product was 96.03%. LC-MS [M+1] (C12H9N3O+H expected 212.07). The melting point of the final compound was observed to be 80° C. The 1H-NMR spectra was in accordance with the chemical structure.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09402397B2uspto-grants-2016_08