تفاعل #2045119

ord-ccae2414808649eeb319f0f1d820390d

معادلة التفاعل

Cc1cc([N+](=O)[O-])ccc1N1CCN(C)CC1
4-(4-methylpiperazinyl)-3-methylnitrobenzene
Cc1cc(N)ccc1N1CCN(C)CC1
4-(4-methylpiperazinyl)-3-methylaniline
المردود 86.0%
Cc1cc(N)ccc1N1CCN(C)CC1
4-(4-Methylpiperazinyl)-3-Methylaniline
المردود 86.0%

الكواشف

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىfor 3 hours
  2. 2
    ترشيحThe palladium catalyst was filtered through a pad of celite
  3. 3
    غسيلwashed with methanol (3×50 mL)
  4. 4
    تركيزthe combined filtrate was concentrated

الإجراء التجريبي

A heterogeneous mixture of 4-(4-methylpiperazinyl)-3-methylnitrobenzene 5 (20 g, 85 mmol), 10% Pd/C (1.3 g) in methanol (1.2 liter) was hydrogenated [H2] at 40 PSI for 3 hours. The palladium catalyst was filtered through a pad of celite, washed with methanol (3×50 mL) and the combined filtrate was concentrated to afford 4-(4-methylpiperazinyl)-3-methylaniline 7 (15 g, 86%). 1H NMR (CD3OD): δ 6.83 (d, 1H, J=8.7 Hz), 6.59 (d, 1H, J=2.7 Hz), 6.54 (dd, 1H, J=8.4 and 2.7 Hz), 2.84 (t, 4H, J=4.8 Hz), 2.60 (bm, 4H), 2.34 (s, 3H), 2.20 (s, 3H); LCMS: purity: 99.9%, MS (m/e): 206 (MH+).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08410093B2uspto-grants-2013_04