تفاعل #4321

ord-55f9bf21ef824a7cb9d80cb03f44809d

معادلة التفاعل

CCN(CC)CCNC(C)C
N-[2-(diethylamino)ethyl]-2-propanamine
NCCS(=O)(=O)c1ccccc1
2-phenylsulfonylethanamine
O=C(n1ccnc1)n1ccnc1
1,1'-carbonyldiimidazole
CCN(CC)CCN(C(=O)NCCS(=O)(=O)c1ccccc1)C(C)C
N-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N'-[2-(phenylsulfonyl)ethyl]urea

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture was refluxed for 13 hr
  2. 2
    أخرىThe solvent was removed in vacuo
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in a 50/50 mixture of ether and methylene chloride
  4. 4
    استخلاصThe solution was extracted with water
  5. 5
    تجفيفwas dried over magnesium sulfate
  6. 6
    أخرىThe solvent was removed in vacuo
  7. 7
    أخرىin give an oil
  8. 8
    أخرىFlash chromatography on silica gel (methanol) gave 5.74 g (41.36%) of clear, colorless oil

الإجراء التجريبي

A mixture of 6.96 g (0.0376 mole) of 2-phenylsulfonylethanamine and 6.64 g (0.041 mole) of 1,1'-carbonyldiimidazole in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 6.16 g (0.039 mole) of N-[2-(diethylamino)ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed for 13 hr. The solvent was removed in vacuo, and the residue was dissolved in a 50/50 mixture of ether and methylene chloride. The solution was extracted with water and was dried over magnesium sulfate. The solvent was removed in vacuo in give an oil. Flash chromatography on silica gel (methanol) gave 5.74 g (41.36%) of clear, colorless oil:

المصدر

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