반응 #1755521

반응 방정식

sodium hydroxide

methanol

para-toluenesulfonic acid monohydrate

4-[methyl (3-nitrobenzyl)amino]-1H-pyrazole-3-carboxylic acid 2,4-dimethoxybenzylamide

→

4-[methyl(3-nitrobenzyl)amino]-1H-pyrazole-3-carboxamide

수율 87.5%

용매

toluene

toluene

ethyl acetate

water

반응 조건

후처리

1. 1
   여과This solution is filtered
2. 2
   추출the solid is extracted twice with 30 ml of ethyl acetate
3. 3
   기타separated
4. 4
   추출The aqueous phase is extracted with twice 200 ml of methylene chloride
5. 5
   세척washed with 300 ml of saturated aqueous sodium chloride solution
6. 6
   건조dried over magnesium sulfate
7. 7
   여과filtered
8. 8
   기타evaporated to dryness under reduced pressure

실험 절차

4.45 g of para-toluenesulfonic acid monohydrate are added to a solution of 2.49 g of 4-[methyl (3-nitrobenzyl)amino]-1H-pyrazole-3-carboxylic acid 2,4-dimethoxybenzylamide in 30 ml of toluene, and the reaction medium is then heated at the reflux temperature of the toluene for 17 hours. After cooling the reaction medium to room temperature, 15 ml of methanol are added, followed by 700 ml of ethyl acetate and finally 300 ml of distilled water. The pH of this medium is adjusted to a value of 11 by adding 100 ml of aqueous 1N sodium hydroxide solution. This solution is filtered, the solid is extracted twice with 30 ml of ethyl acetate, and the liquid phases are combined and then separated by settling of the phases. The aqueous phase is extracted with twice 200 ml of methylene chloride, the organic phases are combined, washed with 300 ml of saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure. 1.41 g of 4-[methyl(3-nitrobenzyl)amino]-1H-pyrazole-3-carboxamide are obtained in the form of a beige-colored solid melting at 166° C. ([M+H]+): 276). RT: 2.61 min (Method A).

출처