تفاعل #3655

ord-51928d820704485fb5ee2dc349f44abc

معادلة التفاعل

O=C(Cl)c1ccc([N+](=O)[O-])cc1
4-nitrobenzoyl chloride
c1ccc2c(c1)NCCc1nncn1-2
5,6-dihydro-4H-[1,2,4]-triazolo[4,3-a][1,5]benzodiazepine
CCN(CC)CC
triethylamine
O=C(c1ccc([N+](=O)[O-])cc1)N1CCc2nncn2-c2ccccc21
desired product
O=C(c1ccc([N+](=O)[O-])cc1)N1CCc2nncn2-c2ccccc21
5,6-Dihydro-6-(4-nitrobenzoyl)-4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepine

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    غسيلwashed with water, aqueous NaHCO3 and brine
  2. 2
    تجفيفThe organic layer is dried (Na2SO4)
  3. 3
    أخرىthe solvent removed under vacuum
  4. 4
    أخرىThe residue is purified by chromatography on silica gel

الإجراء التجريبي

To a mixture of 3 mmol of 5,6-dihydro-4H-[1,2,4]-triazolo[4,3-a][1,5]benzodiazepine in 10 ml of dichloromethane under argon is added 5 mmol of triethylamine. To the mixture is added dropwise 3.3 mmol of 4-nitrobenzoyl chloride in 3 ml of dichloromethane. The mixture is stirred at room temperature 3 hours and then washed with water, aqueous NaHCO3 and brine. The organic layer is dried (Na2SO4) and the solvent removed under vacuum. The residue is purified by chromatography on silica gel to give the desired product as a solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05733905uspto-grants-1998_03