반응 #1787795

반응 방정식

7-(2,3-dichlorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one

1-amino-3-hydroxyguanidine p-toluenesulfonate

hydrochloric acid

→

7-(2,3-dichlorophenyl)-5-(1-hydroxyguanidin-3-yl)imino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride

수율 188.2%

용매

ethanol

반응 조건

후처리

1. 1
   기타30 minutes
2. 2
   농축The reaction solution was concentrated under reduced pressure
3. 3
   workup.ADDITIONto the residue were added ethyl acetate (30 ml), tetrahydrofuran (20 ml) and 0.2 N sodium hydroxide (25 ml)
4. 4
   workup.STIRRINGThe mixture was shaken
5. 5
   세척the separated upper layer was washed with 0.2 N sodium hydroxide (10 ml) and water (10 ml, thrice)
6. 6
   workup.ADDITIONTo the upper layer was added 2 N hydrochloric acid (1 ml)
7. 7
   농축the mixture was concentrated under reduced pressure
8. 8
   기타The residue was recrystallized form ethanol
9. 9
   기타dried

실험 절차

A mixture of 7-(2,3-dichlorophenyl)-4-methyl-5,6,7,8-tetrahydroquinolin-5-one (306 mg), 1-amino-3-hydroxyguanidine p-toluenesulfonate (320 mg) and concentrated hydrochloric acid (0.2 ml) in ethanol (6 ml) was stirred at 85° C. (bath temperature) for 2 hours and 30 minutes. The reaction solution was concentrated under reduced pressure, and to the residue were added ethyl acetate (30 ml), tetrahydrofuran (20 ml) and 0.2 N sodium hydroxide (25 ml). The mixture was shaken, and the separated upper layer was washed with 0.2 N sodium hydroxide (10 ml) and water (10 ml, thrice). To the upper layer was added 2 N hydrochloric acid (1 ml), and the mixture was concentrated under reduced pressure. The residue was recrystallized form ethanol and dried to give 7-(2,3-dichlorophenyl)-5-(1-hydroxyguanidin-3-yl)imino-4-methyl-5,6,7,8-tetrahydroquinoline hydrochloride (Compound 95) (390 mg) as yellow crystals.

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