تفاعل #351242

ord-4b9267ecfe9c4af8b99dc2952925e96e

معادلة التفاعل

COc1cc(OC)c(NC(=O)CC(C#N)c2ccccc2)c(OC)c1
material
COc1cc(OC)c(NC(=O)CC(C#N)c2ccccc2)c(OC)c1
β-cyano-N-(2,4,6-trimethoxyphenyl)benzene propanamide
CCC[CH2][Sn]([CH2]CCC)([CH2]CCC)[N]=[N+]=[N-]
tri-n-butyltin azide
COc1cc(OC)c(NC(=O)CC(c2ccccc2)c2nnn[nH]2)c(OC)c1
β-(1H-tetrazol-5-yl)-N-(2,4,6-trimethoxyphenyl)benzene propanamide
المردود 34.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe resulting solution was heated
  2. 2
    درجة الحرارةto reflux for 24 hours
  3. 3
    درجة الحرارةThe solution was then cooled
  4. 4
    تركيزconcentrated in vacuo
  5. 5
    workup.DISSOLUTIONThe residue was redissolved in ether
  6. 6
    تركيزThis was then concentrated in vacuo

الإجراء التجريبي

To a suspension of the material from step (a) (5.1 g, 0.016 mol) in dioxane (150 mL) at room temperature was added tri-n-butyltin azide (9.36 g, 0.016 mol) under N2 with stirring. The resulting solution was heated to reflux for 24 hours. The solution was then cooled and concentrated in vacuo. The residue was redissolved in ether and HCl gas was then passed through the solution for 30 minutes. This was then concentrated in vacuo to give β-(1H-tetrazol-5-yl)-N-(2,4,6-trimethoxyphenyl)benzene propanamide as a white solid (2.1 g) which was used without further purification.

المصدر

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