铁粉还原硝基制备胺是什么衍生物？铁粉被氧化后生成了啥？

ammonia solution and extracted with EtOAc. Finally, 4.59 g 3-amino-6-chloro-2-pyrrolopyridine was obtained as a beige powder, in a yield of 57%, m.p. 89◦C (recrystallization from 80% Et2O and 20%n-hexane).

【 J. Med. Chem. , 1997, 40, 1808】

To mixture of 1.2 g iron (21.6 mmol), 0.25 mL 10 N HCl, 10 mL acetic acid, 10 mL ethanol and 5 mL water was added 1.0 g 2-nitro-5-(2-piperidin-1-ylethoxy)benzaldehyde (3.6 mmol). The mixture was refluxed for 15 min with stirring, and iron was removed by filtration. The product was worked up as usual.

【 J. Med. Chem. , 2002, 45, 5809】

To the starting material (3.1 g) was added acetic acid (24.4 mL) and then, reduced iron powder (9.15 g), and the mixture was stirred for 16 hours at room temperature. The mixture was filtered with Celite, and washed with ethyl acetate. The solvent was removed under reduced pressure, and water was added to the obtained residue, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give 1.4 g of the desired product.

To 80 percent ethanol (5.0 mL), the starting material (300 mg, 1.76 mmol) and concentrated hydrochloric acid (0.45 ml, 5.28 mmol) were added to stir for 10 minutes at 20°C. Then, iron powder (500 mg, 8.95 mmol) was added to the mixture to further stirring for 1 hour at 20°C. Insoluble matters were filtered off and the filtrate was concentrated, adding 0.5N NaOH (10 mL) to the residue, filtering the solution to further remove insoluble matters, extracting the filtrate with chloroform, drying the extract over anhydrous sodium sulfate, concentrating the extract, and distilling the resulting crude product to afford 224 mg of the desired compound (91% yield).

参考资料

一、Comprehensive Organic Name Reactions and Reagents, by Zerong Wang，284-287.

二、药明知识论当代定量底物新标准操作。

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