تفاعل #741924

معادلة التفاعل

hypophosphorous acid

Water

sodium nitrite

water

ethyl 2-amino-5-propyl-trans-4,4a,5,6,8a,9-hexahydrothiazolo-[4,5-g]quinoline-7-carboxylate

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title product

المردود 100.1%

Ethyl 5-propyl-trans-4,4a,5,6,8a,9-hexahydrothiazolo-[4,5-g]quinoline-7-carboxylate

المردود 100.1%

المذيبات

phosphoric acid

ظروف التفاعل

المعالجة

1. 1
   أخرىThis took about 1 hour
2. 2
   workup.ADDITIONThe mixture was poured onto ice
3. 3
   workup.DISSOLUTIONto dissolve the preoipitate
4. 4
   أخرىthat formed
5. 5
   استخلاصthen the product was extracted into a solution of CHCl3 /i-PrOH (3:1)
6. 6
   أخرىThis solution was dried
7. 7
   أخرىevaporated

الإجراء التجريبي

A solution of 0.5 g (1.5 mmole) of ethyl 2-amino-5-propyl-trans-4,4a,5,6,8a,9-hexahydrothiazolo-[4,5-g]quinoline-7-carboxylate (Example 3) in 50 ml of 85% phosphoric acid was cooled to 0° C. Then 110 mg (1.8 mmole) of sodium nitrite dissolved in as small an amount of water as possible was slowly adeed under the surface of the reaction mixture. The resulting mixture was added dropwise to 50 ml of 50% hypophosphorous acid (H3PO2) at 0° C. The mixture was stirred at room temperature until gas evolution ceased. This took about 1 hour. The mixture was poured onto ice, and the hydrogen ion concentration of the mixture was adjusted to pH 11. Water was added to dissolve the preoipitate that formed; then the product was extracted into a solution of CHCl3 /i-PrOH (3:1). This solution was dried using sodium sulfate and evaporated to give 0.46 g of the title product.

المصدر