Sulfuric Acid → HCID 22613359, compound

A 100 ml 3 neck round bottom flask was fitted with the following: magnetic stirrer, reflux condenser, air bubbler, and a temperature controlled oil bath. The flask was charged with 22.25 g of 2-dimethylaminoethanol. Sodium hydride, 0.05 g, was then added carefully to 2-dimethylaminoethanol solution with stirring. After stirring at a constant rate for two minutes, 17.75 g of acrylamide was added. The reaction mixture was stirred at 45° C. for 6 hours. The mixture was cooled to ambient temperature and neutralized with 0.11 g of concentrated sulfuric acid. The resulting mixture was filtered through a Celite layer. The filtrate was collected for foam application. Quantitative 1H NMR shows that the product had ˜90% purity. The product could be further purified by reduced pressure distillation. Fraction collected at 135° C./1 mm Hg gives a colorless needle shape crystal (60% yield, >96% in purity).

1. temperaturereflux condenser
2. stirringAfter stirring at a constant rate for two minutes
3. stirringThe reaction mixture was stirred at 45° C. for 6 hours
4. filtrationThe resulting mixture was filtered through a Celite layer
5. customThe filtrate was collected for foam application
6. distillationThe product could be further purified by reduced pressure distillation
7. customFraction collected at 135° C./1 mm Hg
8. customgives a colorless needle shape crystal (60% yield, >96% in purity)

ORD record

ord-a684d1a74f694f00aeb085e5c895f11b

Source dataset

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06380274B1