تفاعل #351236

ord-c0377c9ee2cc4fde8bff1170f9dcbbcf

معادلة التفاعل

N#CCc1ccccn1
2-Pyridylacetonitrile
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[N]=[N+]=[N-]
tributyltin azide
c1ccc(Cc2nnn[nH]2)nc1
5-(2-Pyridylmethyl)-1H-tetrazole

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe solution was refluxed for 20 hours
  2. 2
    تركيزconcentrated in vacuo
  3. 3
    workup.ADDITIONtreated with gaseous HCl for over 15 minutes
  4. 4
    أخرىaffording a maroon-colored precipitate that
  5. 5
    أخرىwas recrystallized from ethanol

الإجراء التجريبي

2-Pyridylacetonitrile (10.0 g; 0.084 moles) was dissolved in p-dioxane (200 mL) and then treated with tributyltin azide (30.9 g; 0.093 moles) in one portion. The solution was refluxed for 20 hours, cooled to room temperature, and then concentrated in vacuo. The viscous syrup was taken up in ethyl ether and treated with gaseous HCl for over 15 minutes, affording a maroon-colored precipitate that was recrystallized from ethanol. Yield: 9.1 g (55%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05646170uspto-grants-1997_07