반응 #2286338
ord-fe666c957aa14a2bbe96669f05457f11
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시약
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후처리
- 1온도The resulting mixture was heated to 95° C. for 2 h
- 2여과At this time, the reaction was filtered hot through a pad of celite
- 3세척was washed with water and ethyl acetate
- 4농축The filtrates were concentrated
- 5기타to remove the majority of organics
- 6workup.ADDITIONThe remaining solution was diluted with water (500 mL)
- 7추출The solution was extracted with ethyl acetate (3×200 mL)
- 8건조The combined organics were dried with magnesium sulfate
- 9여과filtered
- 10농축concentrated under vacuum
- 11온도was cooled in the freezer for 30 min
- 12기타The solid that formed
- 13여과was collected by filtration
- 14세척was washed with cold diethyl ether
실험 절차
A mixture of dimethyl-thiocarbamic acid S-(2,6-dichloro-4-nitro-phenyl)ester (80) (1.6 g, 5.4 mmol) in glacial acetic acid (24 mL), 2-propanol (48 mL), and water (24 mL) heated to 50° C. was treated with iron powder (2.1 g, 37.8 mmol). The resulting mixture was heated to 95° C. for 2 h. At this time, the reaction was filtered hot through a pad of celite and was washed with water and ethyl acetate. The filtrates were concentrated to remove the majority of organics. The remaining solution was diluted with water (500 mL) and was then brought to pH=8 with a concentrated ammonium hydroxide solution. The solution was extracted with ethyl acetate (3×200 mL). The combined organics were dried with magnesium sulfate, filtered and concentrated under vacuum. The resulting residue was slurried with diethyl ether and was cooled in the freezer for 30 min. The solid that formed was collected by filtration and was washed with cold diethyl ether to afford dimethyl-thiocarbamic acid S-(4-amino-2,6-dichloro-phenyl)ester (81) (1.33 g, 93%) as a white solid; EI(+)-HRMS m/e calcd for C9H10Cl2N2OS (M+H)+ 264.9964, found 264.9964. Exact Mass=263.9891; Molecular weight=265.16