Hydrochloric Acid → HCID 178426699, compound

Temperature

2 °C

0.40 mol (30.6 g) hydroxy urea was dissolved in 600 ml of 1 M HCl and 0.50 mol (50.06 g) acetyl acetone were added dropwise under ice cooling, maintaining the internal temperature at 1-3° C. The solution was thawed to room temperature in an ice bath and stirred over night, then filtered off and evaporated to dryness. The residue was suspended with 400 ml of acetone, the mixture was cooled to −18° C., the solid filtered off and washed with a little ice-cold acetone. After drying, 45.5 g of crude product were obtained. The crude product was recrystallized with 4.0 l ethanol from the boiling heat, cooled to −18° C., filtered off and washed with little ethanol and dried (fraction 1). The mother liquor was concentrated on a rotary evaporator until product started to precipitate again, cool stored and a second fraction isolated. After drying 26.0 g (1. fraction, purity>98%) and 11.0 g (2. fraction, contained 32% NH4Cl as by-product) of the title compound was obtained.

1. customThe solution was thawed to room temperature in an ice bath
2. filtrationfiltered off
3. customevaporated to dryness
4. temperaturethe mixture was cooled to −18° C.
5. filtrationthe solid filtered off
6. washwashed with a little ice-cold acetone
7. customAfter drying

ORD record

ord-7deaf9cff9b84ea8bf6f17838ae18696

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09422247B2