反应 #1435678

反应方程式

sodium sulfide nonahydrate

methyl 2,3-diaminobenzoate

N-acetylpiperidine-4-carbaldehyde

hydrochloricacid

→

product

收率 75.0%

Methyl 2-(N-acetylpiperidin-4-yl)benzimidazole-4-carboxylate

收率 75.0%

溶剂

water

water

water

methanol

methanol

反应条件

后处理

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   温度the whole was refluxed for 30 minutes
3. 3
   温度After cooling
4. 4
   温度the whole was again refluxed
5. 5
   workup.ADDITIONwere then added dropwise
6. 6
   workup.WAITthe whole was boiled for a further 10 minutes
7. 7
   温度After cooling
8. 8
   其他the reaction solution was evaporated down under reduced pressure
9. 9
   其他The residue obtained
10. 10
    过滤filtered
11. 11
    萃取was extracted several times with ethyl acetate
12. 12
    洗涤The combined organic phases were washed with water
13. 13
    其他dried
14. 14
    其他evaporated down under reduced pressure

实验过程

3.3 g (19.9 mmol) of methyl 2,3-diaminobenzoate were dissolved in 100 ml of methanol, and a solution of 4.0 g (25.8 mmol) of N-acetylpiperidine-4-carbaldehyde in 100 ml of methanol was added dropwise at room temperature. The whole was stirred for about 10 minutes at room temperature. Thereafter, 5.2 g (25.8 mmol) of copper(II) acetate, which was dissolved in 100 ml of water, were added dropwise and the whole was refluxed for 30 minutes. After cooling, 25 ml of concentrated hydrochloricacid were added carefully and the whole was again refluxed. 7.15 g (29.8 mmol) of sodium sulfide nonahydrate, dissolved in 100 ml of water, were then added dropwise and the whole was boiled for a further 10 minutes. After cooling, the reaction solution was evaporated down under reduced pressure. The residue obtained was dispersed in water and filtered. The filtrate was rendered alkaline with aqueous sodium bicarbonate solution and was extracted several times with ethyl acetate. The combined organic phases were washed with water, dried and evaporated down under reduced pressure. 4.5 g of the product were obtained.

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