Dimethyl Sulfoxide → HCID 21271463, compound

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Reaction Steps

To a solution of 3.0 g (0.01 mole) of 7-chloro-2-(2-chloroethyl)-2,3-dihydro-4,8-dimethylpyrido[3,2-f]-1,4-oxazepine-5(4H)-thione in 20 ml of dimethylsulfoxide was added ~5 g of sodium carbonate and 1.40 g (0.0245 mole) of azetidine. The reaction mixture was stirred for 2 days at room temperature and 0.3 g (0.005 mole) of azetidine was added and stirring continued for 3 days. The reaction mixture was poured in 300 ml of wate. The aqueous mixture was extracted with 2×100 ml of benzene. The combined benzene extracts were washed with 3×75 ml of water, dried over sodium sulfate, filtered, and concentrated by rotary evaporation at 50° C. The residue was treated with oxalic acid in isopropyl alchol which gave 3.5 g (82%) of yellow analytically pure crystals, m.p. 162°-66° C. with decomposition.

Provenance & Evidence