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ChemicalBook CAS DataBase List 2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile
4355-15-1

2,4-dioxo-3-azaspiro[5.5]undecane-1,5-dicarbonitrile synthesis

3synthesis methods
-

Yield:4355-15-1 88%

Reaction Conditions:

with triethylamine in methanol at 25 - 30; for 8 h;Product distribution / selectivity;

Steps:

1.1

1. Preparation of 1,5-dicyano-2,4-dioxo-3-azaspiro[5,5]-undecane 98 g (1 mol) of cyclohexanone, 113 g (1 mol) of ethyl cyanoacetate, 84 g (1 mol) of cyanoacetamide, and 100 ml of methanol were mixed in a reaction flask. 101 g (1 mol) of triethylamine was added dropwise under stirring, and the reaction mixture was stirred for 8 hours with the temperature controlled within the range of 25°C to 30°C, and then was cooled and filtered. The filter cake was suspended in water, and the suspension was adjusted to pH 2-3 with concentrated hydrochloric acid while stirring. The suspension was filtered, washed with water, and dried to provide 1,5-dicyano-2,4-dioxo-3-azaspiro[5,5]-undecane. Yield: 88%, melting point: 202 to 210°C.

References:

EP1939170,2008,A1 Location in patent:Page/Page column 4-5

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