Dimethyl Sulfoxide → HCID 19371061, compound

To 5.05 g (0.048 mole) of aminoacetaldehyde dimethylacetal were added 5.64 g (0.040 mole) of p-fluoronitrobenzene, 4.03 g (0.048 mole) of sodium hydrogencarbonate and 5 ml of dimethyl sulfoxide and reaction was carried out at 80° C. for 12 hours. After the reaction, the reaction mixture was poured into 100 ml of water to precipitate a yellow solid. The solid was dissolved in 150 ml of benzene, and the solution was washed with a liquid mixture comprising 50 ml of water and 1 ml of hydrochloric acid and with 50 ml of water two times. The residual benzene layer was dried with anhydrous sodium carbonate. After the drying, the benzene layer was concentrated and the obtained yellow solid was washed with hexane and dried under reduced pressure to obtain 8.65 g (the yield was 95.6%) of a crystal of 4-nitrophenylaminoacetaldehyde dimethyl acetal.

1. customAfter the reaction
2. customto precipitate a yellow solid
3. dissolutionThe solid was dissolved in 150 ml of benzene
4. washthe solution was washed with a liquid mixture
5. dry with materialThe residual benzene layer was dried with anhydrous sodium carbonate
6. concentrationAfter the drying, the benzene layer was concentrated
7. washthe obtained yellow solid was washed with hexane
8. customdried under reduced pressure

ORD record

ord-2126655318f24dbf89a36626cca923d1

Source dataset

uspto-grants-1993_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05225577