تفاعل #2446146

ord-6b18f54503354054bfb456e3d85ac79e

معادلة التفاعل

Nc1ccc(Br)cc1[N+](=O)[O-]
4-bromo-2-nitroaniline
O=C(Cl)CCl
2-chloroacetyl chloride
O=C(CCl)Nc1ccc(Br)cc1[N+](=O)[O-]
N-(4-bromo-2-nitrophenyl)-2-chloroacetamide
المردود 96.0%

الكواشف

لا شيء

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةAfter refluxing for 1.5 h
  2. 2
    أخرىthe solvent was removed under reduced pressure
  3. 3
    أخرىCrystallization from ethyl acetate/hexane

الإجراء التجريبي

To a solution of 4-bromo-2-nitroaniline (15.0 g, 69.1 mmol) was added drop wise 2-chloroacetyl chloride (9.4 g, 82.9 mmol) under nitrogen. After refluxing for 1.5 h, the reaction mixture was cooled to ambient temperature and the solvent was removed under reduced pressure. Crystallization from ethyl acetate/hexane afforded N-(4-bromo-2-nitrophenyl)-2-chloroacetamide (19.4 g, 66.1 mmol, 96%) as yellow needles.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08685960B2uspto-grants-2014_04