반응 #78015

반응 방정식

ethanol

aminoguanidine hydrochloride

3-[3-(2-methoxyphenylsulfonyloxy)-5-methylphenoxy]propionaldehyde

→

title compound

수율 93.0%

[3-[3-(2-Methoxyphenylsulfonyloxy)-5-methylphenoxy]propylamino]guanidine Diacetate

수율 93.0%

반응 조건

후처리

1. 1
   농축The mixture was concentrated in vacuo to approximately 15 mL
2. 2
   workup.ADDITIONdichloromethane (60 mL) was added
3. 3
   기타to precipitate excess aminoguanidine hydrochloride
4. 4
   여과The mixture was filtered
5. 5
   농축the filtrate was concentrated
6. 6
   workup.DISSOLUTIONThe residue was dissolved in dichloromethane (30 mL)
7. 7
   추출extracted with aqueous NaOH (1.85 mL of 2N NaOH in 90 mL water)
8. 8
   추출The aqueous layer was extracted with CH2Cl2 (2×30 mL)
9. 9
   세척The combined organic extracts were washed with water (50 mL) and brine (2×50 mL)
10. 10
    건조dried over K2CO3
11. 11
    여과filtered
12. 12
    기타evaporated

실험 절차

2-[2-[3-(2-Methoxyphenylsulfonyloxy)-5-methylphenoxy]ethyl-1-methylene]hydrazinecarboximidamide acetate: A mixture of aminoguanidine hydrochloride (0.811 g, 7.33 mmol) and 3-[3-(2-methoxyphenylsulfonyloxy)-5-methylphenoxy]propionaldehyde (1.28 g, 3.66 mmol, prepared in the preceding step) in ethanol (30 mL) was stirred overnight at ambient temperature. The mixture was concentrated in vacuo to approximately 15 mL, then dichloromethane (60 mL) was added to precipitate excess aminoguanidine hydrochloride. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in dichloromethane (30 mL) and extracted with aqueous NaOH (1.85 mL of 2N NaOH in 90 mL water). The aqueous layer was extracted with CH2Cl2 (2×30 mL). The combined organic extracts were washed with water (50 mL) and brine (2×50 mL), dried over K2CO3, filtered, and evaporated to give the free base of the title compound (1.38 g, 93%) as a gold foam.

출처