Piperazine → HCID 19792942, compound

Piperazine (86.15 g., one mole) and ethanol (150 g.plus 1.5 g. water) were placed in a one liter 3-neck flask equipped with a stirrer, thermometer, dropping funnel and condenser. The mixture was stirred until a complete solution was obtained and then epichlorohydrin (92.53 g., one mole) was added dropwise while maintaining the temperature below 25° C., by means of an ice bath. After addition of the epichlorohydrin was complete, the temperature was maintained below 25° C. for an additional 30 minutes. Then a solution of 56.11 g. (1 mole) of potassium hydroxide in 225 g. of ethanol was added over a period 30 minutes while maintaining the temperature below 25° C. After cooling to 15° C. the potassium chloride which had formed during the reaction was filtered from the mixture and the filtrate concentrated to one-half its volume by stripping under vacuum. One liter of ethyl acetate was then added to the residual filtrate. The N-glycidylpiperazine oligomer precipitated as a white solid. The resultant slurry was filtered after standing several hours. The N-glycidylpiperazine oligomer collected on the filter after drying in vacuo at room temperature amounted to 119 grams, 83.8% of the theoretical yield. Elemental analysis indicated: %C, 56.09; %H, 9.55; %N, 18.55; %O, 15.77. The number average molecular weight as determined by vapor pressure osmometry was 705. This data corresponds to the formula: ##STR5##

1. customequipped with a stirrer
2. customwas obtained
3. temperaturewhile maintaining the temperature below 25° C.
4. temperaturethe temperature was maintained below 25° C. for an additional 30 minutes
5. temperaturewhile maintaining the temperature below 25° C
6. customhad formed during the reaction
7. filtrationwas filtered from the mixture
8. concentrationthe filtrate concentrated to one-half its volume
9. additionOne liter of ethyl acetate was then added to the residual filtrate
10. customThe N-glycidylpiperazine oligomer precipitated as a white solid
11. filtrationThe resultant slurry was filtered
12. waitafter standing several hours
13. customThe N-glycidylpiperazine oligomer collected on the
14. filtrationfilter
15. customafter drying in vacuo at room temperature

ORD record

ord-3e3c992cc37d4ba9b8bd168a5c0a8fce

Source dataset

uspto-grants-1977_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04018721