تفاعل #361557

معادلة التفاعل

methanethiol

sodium methoxide

2-Chloromethyl-1-phenylmethyl-1H-imidazo[4,5-c]quinolin-4-amine hydrochloride

→

2-Methylthiomethyl-1-phenylmethyl-1H-imidazo[4,5-c]quinolin-4-amine

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.DISSOLUTIONThe solid dissolved upon addition
2. 2
   أخرىprecipitated during addition
3. 3
   workup.ADDITIONwas diluted with water
4. 4
   ترشيحThe solid was filtered from the mixture
5. 5
   غسيلwashed with water
6. 6
   أخرىdried
7. 7
   أخرىA crude yield of 2.3 g was obtained
8. 8
   أخرىThe product was purified by silica gel flash chromatography (10% methanol in ethyl acetate eluent)
9. 9
   أخرىrecrystallized from methanol/dichloromethane
10. 10
    أخرىto give a cream

الإجراء التجريبي

2-Chloromethyl-1-phenylmethyl-1H-imidazo[4,5-c]quinolin-4-amine hydrochloride (Example 28, prepared from 2.11 g of the alcohol) was added to a solution of methanethiol (1.33 g; 0.028 mol) and sodium methoxide (1.5 g; 0.028 mol) in methanol. The solid dissolved upon addition and a cream colored solid precipitated during addition. After stirring at room temperature for several hours the mixture was diluted with water. The solid was filtered from the mixture, washed with water, and dried. A crude yield of 2.3 g was obtained. The product was purified by silica gel flash chromatography (10% methanol in ethyl acetate eluent) and recrystallized from methanol/dichloromethane to give a cream colored solid, m.p. 217°-219° C.

المصدر