تفاعل #163826

ord-c8f766b2c54b40299c95e90185a4edfe

معادلة التفاعل

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
المردود 62.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction mixture was partitioned in 1N HCl solution (80 mL)
  2. 2
    استخلاصThe aqueous layer was extracted with ethyl acetate (4×80 mL)
  3. 3
    أخرىThe combined organic layers was dried
  4. 4
    أخرىevaporated
  5. 5
    أخرىrecrystallized from MeOH/CH2Cl2/hexanes

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08835430B2uspto-grants-2014_09