تفاعل #514358

ord-7dc1113bbd7b4f8d8428fb7d109c1458

معادلة التفاعل

NS(=O)(=O)c1cccc([N+](=O)[O-])c1
3-nitrobenzenesulfonamide
Nc1cccc(S(N)(=O)=O)c1
3-aminobenzenesulfonamide
المردود 100.2%

المتفاعلات

الكواشف

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe reaction was filtered through a pad of celite
  2. 2
    غسيلwashing with EtOH
  3. 3
    تركيزthe filtrate was concentrated in vacuo

الإجراء التجريبي

A solution of 1.5 g (7.42 mmol) of 3-nitrobenzenesulfonamide in 50 ml of EtOH containing 150 mg of 10% palladium on carbon was placed on a Parr hydrogenator under H2 for 1 h. The reaction was filtered through a pad of celite washing with EtOH, and the filtrate was concentrated in vacuo to give 1.28 g (100%) of 3-aminobenzenesulfonamide which was used immediately in the next reaction. The tide compound was prepared as in example 21 from 3-aminobenzenesulfonamide using intermediate C. Recrystallization from MeOH/Et2O provided 1.46 g (67%) of title compound as an off-white solid: mp 240°-242° C.; 1H NMR (D2O, 300 MHz) δ 7.86 (d, 1 H, J=8.1 Hz), 7.75 (s, 1 H), 7.63 (t, 1 H, J=8.1 Hz), 7.51 (d, 1 H, J=8.1 Hz), 2.30 (s, 3 H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE037438E1uspto-grants-2001_11