تفاعل #992748

ord-4ab46b4b5a40475ab86c1d8416bb67e7

معادلة التفاعل

Cl
hydrochloric acid
Nc1c(Br)cc([N+](=O)[O-])cc1C(F)(F)F
2-bromo-4-nitro-6-trifluoromethyl-phenylamine
Nc1cc(Br)c(N)c(C(F)(F)F)c1
title compound
المردود 99.2%
Nc1cc(Br)c(N)c(C(F)(F)F)c1
2-Bromo-6-trifluoromethyl-benzene-1,4-diamine
المردود 99.2%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحfiltered
  2. 2
    workup.ADDITIONWater (100 mL) was added
  3. 3
    استخلاصthe mixture was extracted with ethyl acetate (2×100 mL)
  4. 4
    غسيلThe combined organic phases were washed with water (2×200 mL) and brine (200 mL)
  5. 5
    تجفيفdried over sodium sulfate
  6. 6
    تركيزconcentrated in vacuo

الإجراء التجريبي

Aqueous hydrochloric acid (2 M, 45 mL) was added slowly to a mixture of zinc dust (8.6 g) and 2-bromo-4-nitro-6-trifluoromethyl-phenylamine (2.5 g) in tetrahydrofuran (50 mL). The reaction mixture was stirred for 1 hour, filtered and neutralized with saturated aqueous sodium bicarbonate (100 mL). Water (100 mL) was added and the mixture was extracted with ethyl acetate (2×100 mL). The combined organic phases were washed with water (2×200 mL) and brine (200 mL), dried over sodium sulfate and concentrated in vacuo to furnish 2.22 g (98% yield) of the title compound as a red solid. 1H NMR (500 MHz, DMSO-d6): 4.55 (s, 2H), 4.91 (s, 2H), 6.76 (d, 1H), 7.01 (d, 1H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08012962B2uspto-grants-2011_09