تفاعل #61503

معادلة التفاعل

sodium hydroxide

phosphorus oxychloride

4-[1,3]Dioxan-2-yl-N-methyl-butyramide

2-methyl-quinoline-6-carboxylic acid hydrazide

→

desired compound

المردود 83.0%

2-Methyl-quinoline-6-carboxylic acid N′-(4-[1,3]dioxan-2-yl-1-methylimino-butyl)-hydrazide

المردود 83.0%

المذيبات

water

dichloromethane

chloroform

ظروف التفاعل

المعالجة

1. 1
   أخرىto give an amber solution which
2. 2
   درجة الحرارةwas re-cooled to 0° C
3. 3
   استخلاصextracted with dichloromethane (3×200 ml)
4. 4
   تجفيفThe combined organic portions were dried (Na2SO4)
5. 5
   ترشيحfiltered
6. 6
   أخرىevaporated

الإجراء التجريبي

4-[1,3]Dioxan-2-yl-N-methyl-butyramide (1 g, 5.35 mmol) was cooled to −78° C. in dry dichloromethane (10 ml) under argon and phosphorus oxychloride (0.65 ml, 7 mmol) was added dropwise. The mixture was warmed to room temperature to give an amber solution which was re-cooled to 0° C. This solution was added dropwise to a suspension of 2-methyl-quinoline-6-carboxylic acid hydrazide (1 g, 5 mmol) in chloroform (20 ml) and the mixture stirred at room temperature overnight. The mixture was poured into water (300 ml), basified with sodium hydroxide solution (5M) and extracted with dichloromethane (3×200 ml). The combined organic portions were dried (Na2SO4), filtered and evaporated to give the desired compound as a brown oil (1.28 g, 83%).

المصدر