0 02 mole pyridine in 10 ml dry ccl 4 is added dropwise to 2 03 g 0 01 mole phthaloyl chloride in 10 ml dry ccl 4 temperature is held at 20 u00b0 30 u00b0 c by means of ice bath at the end of the addition the reaction mixture is allowed to stir at ambient temperature for one hour then is refluxed for 1 hour following cooling the reaction mixture is washed with h 2 o dried and stripped to yield 3 3 g of oil 80 5 n d 25 1 5516 d 4 25 1 315 infrared spectrum is consistent with the expected structure elemental analysis for nitrogen gives 40 02 theoretical is 40 57 8 52 g 0 06 mole 1 3 diazido 2 propanol and 4 74 g 0 06 mole pyridine in 25 ml ch 2 cl 2 are added dropwise to 5 49 g 0 03 mole adipyl chloride in 25 ml ch 2 cl 2 at 15 u00b0 20 u00b0 c pyridine hydrochloride precipitates immediately when the addition is complete the reaction mixture is allowed to stir at ambient temperature for 18 hours following this the reaction mixture is washed with h 2 o dilute bicarbonate solution and h 2 o again the resultant solution is passed through a neutral alumina column and treated with decolorizing charcoal and finally stripped to yield 6 4 g 54 colorless oil n d 25 1 5014 d 4 25 1 254 infrared spectrum is consistent with the expected structure.