반응 #1787914

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7-(2-chlorophenyl)-4-(4-chlorophenyl)-5,6,7,8-tetrahydrocinnolin-5-one

aminoguanidine hydrochloride

hydrochloric acid

water

→

7-(2-chlorophenyl)-4-(4-chlorophenyl)-5-guanidinoimino-5,6,7,8-tetrahydrocinnoline hydrochloride

수율 115.5%

용매

ethanol

반응 조건

후처리

1. 1
   온도the mixture was refluxed for 6 hours
2. 2
   기타Under reduced pressure, the solvent was evaporated
3. 3
   workup.ADDITIONto the residue was added sodium hydrogen carbonate solution
4. 4
   추출The mixture was extracted with ethyl acetate
5. 5
   세척the organic layer was washed with water
6. 6
   농축concentrated under reduced pressure
7. 7
   기타The residue was purified with silica gel column chromatography (ethyl acetate-methanol)
8. 8
   workup.DISSOLUTIONThe resulting crystals were dissolved in 1N hydrochloric acid (1 ml)
9. 9
   농축the solution was concentrated
10. 10
    기타The residue was recrystallized from ethanol-ethyl acetate

실험 절차

To a solution of 7-(2-chlorophenyl)-4-(4-chlorophenyl)-5,6,7,8-tetrahydrocinnolin-5-one (0.18 g) and aminoguanidine hydrochloride (65 mg) in ethanol (10 ml) were added concentrated hydrochloric acid (0.12 ml) and water (0.12 ml), and the mixture was refluxed for 6 hours. Under reduced pressure, the solvent was evaporated, and to the residue was added sodium hydrogen carbonate solution to make the solution alkaline. The mixture was extracted with ethyl acetate, and the organic layer was washed with water and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate-methanol). The resulting crystals were dissolved in 1N hydrochloric acid (1 ml), and the solution was concentrated. The residue was recrystallized from ethanol-ethyl acetate to give 7-(2-chlorophenyl)-4-(4-chlorophenyl)-5-guanidinoimino-5,6,7,8-tetrahydrocinnoline hydrochloride (Compound 145) (0.13 g) as colorless crystals.

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