تفاعل #312311

معادلة التفاعل

triethylethylene diamine

HCl

carbonyl diimidazole

2-[4-(7-chloro-4-quinolylamino)phenyl] acetic acid hydrochloride

→

2-[4-(7-chloro-4-quinolylamino)phenyl]-N-(2-diethylaminoethyl)-N-ethyl acetamide dihydrochloride

المردود 177.8%

المذيبات

ether

water

water

dimethyl sulphoxide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe solution was cooled to room temperature
2. 2
   workup.STIRRINGthe solution was stirred for another 21/2 hrs
3. 3
   workup.WAITThe mixture was refrigerated overnight
4. 4
   استخلاصThe gum was extracted with chloroform
5. 5
   تجفيفthe chloroform layer dried
6. 6
   أخرىevaporated
7. 7
   أخرىto give a yellow oil, which

الإجراء التجريبي

7.0 Grams (0.02 mole) of 2-[4-(7-chloro-4-quinolylamino)phenyl] acetic acid hydrochloride were dissolved in 150 milliliters of dimethyl sulphoxide by heating the stirred mixture to 50° C. under nitrogen. The solution was cooled to room temperature, 6.48 grams (0.04 mole) of carbonyl diimidazole were added and the mixture was stirred for 21/2 hours under nitrogen. 8.64 Grams (0.06 mole) of triethylethylene diamine was added, the solution was stirred for another 21/2 hrs. and poured into 500 milliliters of water. The mixture was refrigerated overnight and the resulting solid was broken up and stirred with water, but melted at room temperature. The gum was extracted with chloroform and the chloroform layer dried and evaporated to give a yellow oil, which was dissolved in ether. Addition of ethereal HCl gave 9.1 grams (89% yield) of 2-[4-(7-chloro-4-quinolylamino)phenyl]-N-(2-diethylaminoethyl)-N-ethyl acetamide dihydrochloride as a hygroscopic yellow solid, melting point 140°-142° C.

المصدر