تفاعل #487552

ord-51c3f79fa02d4b639849483dca94e215

معادلة التفاعل

O=[N+]([O-])[O-].[NH4+]
Ammonium nitrate
CCc1ccc(N)cc1
4-ethylaniline
CCc1ccc(N)cc1[N+](=O)[O-]
4-ethyl-3-nitroaniline
المردود 75.2%

المتفاعلات

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةmaintaining the temperature at −10° C. to 0° C. by external cooling
  2. 2
    workup.ADDITIONpoured
  3. 3
    أخرىonto crushed ice
  4. 4
    ترشيحthe precipitate is collected by filtration
  5. 5
    workup.ADDITIONthe solution made neutral by addition of dilute aqueous sodium hydroxide solution
  6. 6
    استخلاصextracted with ethyl acetate
  7. 7
    تجفيفdried over anhydrous sodium sulfate
  8. 8
    ترشيحfiltered
  9. 9
    أخرىthe filtrate is evaporated in vacuo

الإجراء التجريبي

Ammonium nitrate (39.6 g, 0.49 mol) is added portionwise to a chilled (ice-bath) solution of 4-ethylaniline (20 g, 0.16 mol) in concentrated sulfuric acid (100 ml), maintaining the temperature at −10° C. to 0° C. by external cooling. The reaction mixture is stirred for two hours, then poured onto crushed ice, and the precipitate is collected by filtration. The solid is taken up in water, the solution made neutral by addition of dilute aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic extracts are combined, dried over anhydrous sodium sulfate, filtered and the filtrate is evaporated in vacuo to give 4-ethyl-3-nitroaniline (20 g).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08741806B2uspto-grants-2014_06