تفاعل #4313

ord-d4c4a71d951f42169d6ac22f3b988c3e

معادلة التفاعل

COc1ccc(S(=O)(=O)CCNC(C)C)cc1
N-[2-[(4-methoxyphenyl)sulfonyl]ethyl]-2-propanamine
O=C(n1ccnc1)n1ccnc1
1,1'-carbonyldiimidazole
CCN(CC)CCN
N,N-diethylethylenediamine
CCN(CC)CCNC(=O)N(CCS(=O)(=O)c1ccc(OC)cc1)C(C)C
white crystalline solid
المردود 67.3%
CCN(CC)CCNC(=O)N(CCS(=O)(=O)c1ccc(OC)cc1)C(C)C
N'-[2-(Diethylamino)ethyl]-N-[2-[(4-methoxyphenyl)sulfonyl]ethyl]-N-(1-methylethyl)urea
المردود 67.3%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةthe mixture was refluxed overnight
  2. 2
    أخرىThe solvent was removed in vacuo
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in 800 ml of a 50/50 mixture of methylene chloride-ether
  4. 4
    استخلاصThe organic solution was extracted with water
  5. 5
    تجفيفwas dried over magnesium sulfate
  6. 6
    أخرىThe solvent was removed in vacuo
  7. 7
    أخرىto give an oil
  8. 8
    أخرىThis was crystallized from ether-hexane

الإجراء التجريبي

A solution of 4.54 g (0.28 mole) of 1,1'-carbonyldiimidazole and 2.90 g (0.025 mole) of N,N-diethylethylenediamine in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.89 g (0.0229 mole) of N-[2-[(4-methoxyphenyl)sulfonyl]ethyl]-2-propanamine in 50 ml of tetrahydrofuran was added, and the mixture was refluxed overnight. The solvent was removed in vacuo, and the residue was dissolved in 800 ml of a 50/50 mixture of methylene chloride-ether. The organic solution was extracted with water and was dried over magnesium sulfate. The solvent was removed in vacuo to give an oil. This was crystallized from ether-hexane to give 6.16 g (67.3%) of white crystalline solid; m.p. 39.5°-42° C.

المصدر

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