Реакция #1065119

Уравнение реакции

hydrochloric acid

2-hydrazinopyrimidine

hydrochloric acid

ethyl 4-chloro-phenylacetate

dimethylformamide dimethyl acetal

sodium hydroxide

→

1-pyrimid-2-yl-4-(4 -chlorophenyl)-pyrazolin-5-one

Выход 26.4%

Растворители

water

ethanol

Условия реакции

Обработка

1. 1
   workup.DISTILLATIONAll volatile components are then distilled off at this temperature in a vacuum from a water pump
2. 2
   workup.ADDITIONare added
3. 3
   ТемператураThe mixture is heated
4. 4
   Температураunder reflux for 5 hours
5. 5
   ФильтрацияThe precipitated crystals are filtered off under suction
6. 6
   Промывкаwashed with water
7. 7
   Другоеdried in the air

Методика

19.9 g (0.1 mol) of ethyl 4-chloro-phenylacetate are heated with 23.8 g (0.2 mol) of dimethylformamide dimethyl acetal to 100° C. for 5 hours. All volatile components are then distilled off at this temperature in a vacuum from a water pump. The oily residue, which essentially consists of ethyl α-dimethylaminomethylene-4-chlorophenylacetate, is dissolved in 140 ml of ethanol without further purification, and 11 g (0.1 mol) of 2-hydrazinopyrimidine and 10 ml of concentrated hydrochloric acid are added. The mixture is heated under reflux for 5 hours and cooled to room temperature, and, after the addition of 9 g of concentrated sodium hydroxide solution, is stirred for 5 hours at room temperature. After it has been neutralized with dilute hydrochloric acid, the mixture is diluted with 1 l of water. The precipitated crystals are filtered off under suction, washed with water and dried in the air. 7.2 g (26.4% of theory) of 1-pyrimid-2-yl-4-(4 -chlorophenyl)-pyrazolin-5-one of melting point 190° to 191° C. (methanol) are obtained.

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