反応 #313981

ord-5fa56e27b3d64b99beeac163c91b4abc

反応方程式

Nc1ccc(N)cc1
1,4-diaminobenzene
CCN=C=O
ethyl isocyanate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCNC(=O)Nc1ccc(N)cc1
4-(ethylaminocarbonylamino)aniline
収率 62.0%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The reaction mixture was partitioned in 1N HCl solution (80 mL)
  2. 2
    抽出The aqueous layer was extracted with ethyl acetate (4×80 mL)
  3. 3
    その他The combined organic layers was dried
  4. 4
    その他evaporated
  5. 5
    その他recrystallized from MeOH/CH2Cl2/hexanes

実験手順

A mixture of 1,4-diaminobenzene (4 g, 37 mmol), ethyl isocyanate (1 mL, 12.6 mmol) and potassium carbonate (8.72 g, 63 mmol) in THF (20 mL) was stirred at room temperature overnight. The reaction mixture was partitioned in 1N HCl solution (80 mL) and ethyl acetate (80 mL). The aqueous layer was extracted with ethyl acetate (4×80 mL). The combined organic layers was dried, evaporated, recrystallized from MeOH/CH2Cl2/hexanes to give 4-(ethylaminocarbonylamino)aniline (1.4 g, 62%) as a beige solid.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07557210B2uspto-grants-2009_07