반응 #3235

반응 방정식

7-chloro-2,3-dihydro-10-hydrazinopyridazino[4,5-b]quinoline-1,4-dione hydrochloride

7-Chloro-2,3-dihydro-10-hydrazinopyridazino[4,5-b]quinoline-1,4-dione hydrochloride

beta alanine ethyl ester hydrochloride

→

ester

수율 13.0%

10-(2-Ethoxycarbonylethylamino)-7-chloro-2,3-dihydropyridazino[4,5-b]quinoline-1,4-dione

수율 13.0%

용매

water

pyridine

반응 조건

후처리

1. 1
   온도was refluxed for 23 hr
2. 2
   온도After cooling
3. 3
   기타the vigorously stirred reaction mixture
4. 4
   여과filtered
5. 5
   기타to separate a fine red solid
6. 6
   세척The collected solids were washed with water
7. 7
   기타chromatographed (eluant: methanol/methylene chloride; 5/95) over silica gel

실험 절차

A mixture of 7-chloro-2,3-dihydro-10-hydrazinopyridazino[4,5-b]quinoline-1,4-dione hydrochloride (1.0 g, 2.9 mM, as prepared in Example 44) and beta alanine ethyl ester hydrochloride (49.0 g, 320 mM) in pyridine (52 mL) was refluxed for 23 hr. After cooling, the vigorously stirred reaction mixture was diluted slowly with water (100mL) and then filtered to separate a fine red solid. The collected solids were washed with water and chromatographed (eluant: methanol/methylene chloride; 5/95) over silica gel to provide the title ester (0.13 g, 13%) as a red powder, mp 258°-260° C.; MS(CI): 363 (M+H).

출처