تفاعل #4320

ord-b2b3cfe9a1a74be8888f94a8f751e180

معادلة التفاعل

O=C(n1ccnc1)n1ccnc1
1,1'-carbonyldiimidazole
CCN(CC)CCN
N,N-diethylethylenediamine
O=S(=O)(CCNCc1ccccc1)c1ccccc1
N-benzyl-2-phenylsulfonylethanamine
CCN(CC)CCNC(=O)N(CCS(=O)(=O)c1ccccc1)Cc1ccccc1
oil
المردود 70.0%
CCN(CC)CCNC(=O)N(CCS(=O)(=O)c1ccccc1)Cc1ccccc1
N'-[2-(Diethylamino)ethyl]-N-(phenylmethyl)-N-[2-(phenylsulfonyl)ethyl]urea
المردود 70.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture was refluxed for 16 hr
  2. 2
    أخرىThe solvent was removed in vacuo
  3. 3
    أخرىthe residue was partitioned between methylene chloride and water
  4. 4
    تجفيفThe methylene chloride solution was dried over magnesium sulfate
  5. 5
    أخرىthe solvent was removed in vacuo
  6. 6
    أخرىto give an oil

الإجراء التجريبي

A mixture of 3.89 (0.024 mole) of 1,1'-carbonyldiimidazole and 2.55 g (0.022 mole) of N,N-diethylethylenediamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.70 g (0.0183 mole) of N-benzyl-2-phenylsulfonylethanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed for 16 hr. The solvent was removed in vacuo, and the residue was partitioned between methylene chloride and water. The methylene chloride solution was dried over magnesium sulfate, and the solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (methanol) gave 5.35 g (69.98%) of oil:

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04724235uspto-grants-1988_02