تفاعل #4317

ord-676a05e13ec14819a379f9e941d94caf

معادلة التفاعل

CC(C)NCCS(=O)(=O)c1ccccc1
N-[2-(phenylsulfonyl)ethyl]-2-propanamine
O=C(n1ccnc1)n1ccnc1
1,1'-carbonyl diimidazole
CCN(CC)CC(C)N
1-diethylamino-2-propanamine
CCN(CC)CC(C)NC(=O)N(CCS(=O)(=O)c1ccccc1)C(C)C
clear colorless oil
المردود 59.5%
CCN(CC)CC(C)NC(=O)N(CCS(=O)(=O)c1ccccc1)C(C)C
N'-[2-(Diethylamino)-1-methylethyl]-N-(1-methylethyl)-N-[2-(phenylsulfonyl)ethyl]urea
المردود 59.5%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe solution was refluxed for 19 hr
  2. 2
    أخرىThe solvent was removed in vacuo
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in a 50/50 mixture of methylene chloride and ether
  4. 4
    استخلاصThe organic solution was extracted with several portions of water
  5. 5
    تجفيفwas dried over magnesium sulfate
  6. 6
    أخرىThe solvent was removed in vacuo
  7. 7
    أخرىto give an oil

الإجراء التجريبي

A mixture of 12.15 g (0.075 mole) of 1,1'-carbonyl diimidazole and 7.50 g (0.0476 mole) of 1-diethylamino-2-propanamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 12.26 g (0.054 mole) of N-[2-(phenylsulfonyl)ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the solution was refluxed for 19 hr. The solvent was removed in vacuo, and the residue was dissolved in a 50/50 mixture of methylene chloride and ether. The organic solution was extracted with several portions of water and was dried over magnesium sulfate. The solvent was removed in vacuo to give an oil. Flash chromatography on silica gel (elution with methanol) gave 10.87 g (52.3 g) of clear colorless oil.

المصدر

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