3- isocyanatopropanoyl chloride

B. 3-Isocyanatopropanoyl chloride. A 500-ml., two-necked flask is equipped with a thermometer and a reflux condenser protected at its top by a calcium chloride tube. A Teflon-coated magnetic stirring bar, 250 ml. of anhydrous dioxane (Note 12), 12.6 g. (0.1 mole) of finely pulverized 3-aminopropanoic acid hydrochloride (Note 13), and 23.8 g. (14.4ml., 0.12mole) of trichloromethyl chloroformate (Note 14) are placed in the flask in the order specified. The mixture is stirred and heated at 55-60°. After ca. 5 hours, the solid has completely dissolved, leaving a clear solution. The heating is discontinued after a total of 7 hours (Note 15), and the solvent is removed under reduced pressure. The residual oil is distilled rapidly under reduced pressure and a distillate amounting to 11.2-12.4 g. (84-93%) is collected at 75-85° (20 mm.) (Note 16). Redistillation affords 10.5-11.8 g. (79-88%) of 3-isocyanatopropanoyl chloride as a colorless liquid, b.p. 92-94° (25 mm.) (Note 17). 

TRICHLOROMETHYL CHLOROFORMATE AS A PHOSGENE EQUIVALENT 3-ISOCYANATOPROPANOYL CHLORIDE... 

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