SU445666A1 - The method of obtaining 3-oxo-1,2,3,4,5,6 hexahydropyrrolo / 2,3-c / pyridazines - Google Patents

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(54) METHOD FOR SOFTWARE 3-1GSSH-1,2.3.4,5,6-П1КСАГИ / КЧ) 11ИР1-ОЛО (2,3-с). P.SH-IDAZNNOV

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K I K P p and m e p. a). To a solution of 2.1 g of 1- -benzyl-.3-hydroxypyrrolidone-2 in 15 ml of anhydrous chloroform, 1 ml of thionyl chloride is added dropwise. The reaction mixture was kept at room temperature overnight, evaporated to dryness and the residual thionyl chloride was removed by distillation with benzene. The valuable substance is distilled at 156-157 ° C / 2 mm Hg. Art. 1.9 g of 1-benzyl-3T-chloropyrrolidone-2 are obtained in the form of besp. Pl. 51-52C. Vivid crystals, move 82.6%. Found,%: C 63.15; H 5.81; N 6.79 C1 16.98g S .. Calculated. %: C 63.OO; H 5.73; N6.68; C1 17.00. b). To o, 5 g of metallic sodium, crushed in 30 ml of xylene, 5 ml of malonic ether are added with stirring, then kept for 30 min at room temperature and heated for 30 min on a boiling water bath until complete dissolution of the metallic sodium, after 2.5 g of 1-benzyl-3-chloropyrrolidone-2 is added and boiled for another 4 hours. The reaction mixture is then treated with 10 ml of water, the xylene layer is separated, the aqueous layer is extracted with chloroform, the combined xylene and water extracts are dried with sulfate magnesium and evaporated under vacuum . The residue is reheated at 210-212Pc / 2 mm Hg. Art. and 2.8 g of 1-benzyl-3-dicarboethoxymethyl-n-rrolidone-2 are obtained. Output 7O%. Found,%: C 64.62; H 6.96; H 4.20 C N O. 18 23 n CHlCOOAlK). o Calculated. %: C 64.8; H 6.9 O; N 4,2O. at). A solution of 6.4 g of the compound obtained above in 20 ml of 18% hydrochloric acid. The lotions are boiled for 4 hours and evaporated to dryness in vacuo. To the residue was added 5 ml of anhydrous chloroform and 4 ml of thional chloride. The reaction mixture was incubated overnight at room temperature, then evaporated in vacuo, and the traces of thionyl chloride were distilled off with anhydrous benzene. Then 1O ml of Meth-ol was added to the residue, the mixture was boiled for 3 hours, evaporated in vacuum to dryness, add a 5O% potassium solution to it and extract with benzene. The benzene extract is dried with magnesium sulfate and evaporated in vacuo. The residue is distilled at 176-178 ° C / 2 mm Hg. Art. and get 3 g of 1-benzyl. -3. -carbomate {-oxymethylpyrrolidone-2. Exit 63%. C, 69.00; And 7.07; N 5.69: Found, 4 17 3Calculated. %: C, 67.85; H 6.87; N5.67. To a solution of 3.3 g of triztiloksoni ferrous borate in 10H4L of chlorine-free chlorine, while stirring and cooling with ice water, 3.6 g of 1-benzyl-3-carbomethoxymethylpyrrolidone-2 in 5 ml of anhydrous chloroform were added. The reaction was stirred at room temperature for 3 hours and left overnight, then evaporated in vacuo. Then 0.8 g of hydrazine hydrate 1 is added with stirring and the mixture is heated for 1.5 hours, gradually increasing the temperature from 1OO to 160t ;. Next up, .--.