Hydrochloric Acid → N,O-dimethacryloylhydroxylamine

N,O-dimethacryloylhydroxylamine was prepared by the reaction of hydroxylamine with methacryloyl chloride in pyridine medium. Hydroxylamine hydrochloride (10 g; 0.144 mol) was dissolved in 50 ml pyridine (0.632 mol) and 25.4 g (0.243 mol) methacryloyl chloride was dropwise added. Temperature of the reaction mixture was kept below 45° C. After completed addition of methacryloyl chloride, the mixture was stirred at ambient temperature for 2 hours. Then, the mixture was diluted with 100 ml chloroform and 21 ml hydrochloric acid (0.245 mol) was slowly dropwise added in order to transfer pyridine to its hydrochloride. The organic layer was separated, washed four times with 100 ml water, and then dried over MgSO4. Chloroform was evaporated in vacuum and the oily residue was dried in vacuum of an oil pump. The product crystallized during drying, the crystals were filtered and twice recrystallized from the mixture diethyl ether-light petroleum. The yield was 7.0 g (34%) N,O-dimethacryloylhydroxylamine, m.p. 55° C., elemental analysis: calculated C--56.70, H--6.55, N--8.28%; found C--56.74, H--6.22, N--8.34%.

1. customwas kept below 45° C
2. additionwas slowly dropwise added in order
3. customThe organic layer was separated
4. washwashed four times with 100 ml water
5. dry with materialdried over MgSO4
6. customChloroform was evaporated in vacuum
7. customthe oily residue was dried in vacuum of an oil pump
8. customThe product crystallized
9. customduring drying
10. filtrationthe crystals were filtered
11. customtwice recrystallized from the mixture diethyl ether-light petroleum

ORDレコード

ord-1e7ab0726bdd4c81a66b337f8542017d

出典データセット

uspto-grants-1992_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05124421