تفاعل #1093

ord-5441fae977e64216866214e130a2476a

معادلة التفاعل

COC(=O)c1ccc([N+](=O)[O-])cc1S(=O)(=O)NC(C)(C)C
N-tert-butyl-2-methoxycarbonyl-5-nitrobenzenesulfonamide
[H][H]
hydrogen
COC(=O)c1ccc(N)cc1S(=O)(=O)NC(C)(C)C
N-tert-Butyl-5-amino-2-methoxycarbonylbenzenesulfonamide

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe catalyst is separated off
  2. 2
    أخرىthe solvent is removed by distillation
  3. 3
    أخرىto crystallize

الإجراء التجريبي

25.08 g (0.079 mol) of N-tert-butyl-2-methoxycarbonyl-5-nitrobenzenesulfonamide are dissolved in 1000 ml of MeOH. 0.50 g of Pd--C (10%) is added and the mixture is shaken under a hydrogen atmosphere (1 atm) until the uptake of hydrogen has finished. The catalyst is separated off and the solvent is removed by distillation. The residue is induced to crystallize by stirring with a little ethyl acetate. The resulting N-tert-butyl-5-amino-2-methoxycarbonylbenzenesulfonamide (18.3 g; 80.9% of theory) melts at 193° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723409uspto-grants-1998_03