تفاعل #4315

معادلة التفاعل

N-[2-(phenylsulfonyl)ethyl]-2-propanamine

N,N-diethylethylenediamine

1,1'-thiocarbonyldiimidazole

→

pale yellow solid

المردود 72.5%

N'-[2-(Diethylamino)ethyl]-N-(1-methylethyl)-N-[2-(phenylsulfonyl]ethyl]thiourea

المردود 72.5%

المذيبات

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe solution was refluxed for 48 hrs
2. 2
   أخرىThe solvent was removed in vacuo
3. 3
   workup.DISSOLUTIONthe residue was dissolved in 400 ml of a 50/50 mixture of methylene chloride and 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
   أخرىthe residue was recrystallized from a mixture of methylene chloride-ether-hexane

الإجراء التجريبي

A mixture of 2.78 g (0.024 mole) of N,N-diethylethylenediamine and 4.82 g (0.027 mole) of 1,1'-thiocarbonyldiimidazole in 400 ml of tetrahydrofuran was stirred at room temperature for 1 hr. A solution of 5.00 g (0.022 mole) of N-[2-(phenylsulfonyl)ethyl]-2-propanamine in 100 ml of tetrahydrofuran was added, and the solution was refluxed for 48 hrs. The solvent was removed in vacuo and the residue was dissolved in 400 ml of a 50/50 mixture of methylene chloride and ether. The organic solution was extracted with water and was dried over magnesium sulfate. The solvent was removed in vacuo, and the residue was recrystallized from a mixture of methylene chloride-ether-hexane to give 5.95 g (72.5%) of pale yellow solid, m.p.81.5°-82.5° C.

المصدر