Hydrochloric Acid → 2-Imidazolidinone, 1-(p-methoxyphenyl)-

To a suspension of 1-(2-chloroethyl)-3-(4-methoxyphenyl)urea (7.0 g, 30.6 mmol) in t-butanol (120 mL) was added potassium t-butoxide (6.4 g, 57.0 mmol) under a nitrogen atmosphere. The resulting solution was stirred for 10 minutes, and then potassium t-butoxide (3.0 g, 26.7 mmol) was added. This solution was stirred for 10 minutes, and then potassium t-butoxide (4.3 g, 38.3 mmol) was added. The resulting solution was stirred for 16 hours at room temperature. The pH was adjusted to between 2 and 3 with 10% hydrochloric acid, and the solvent was evaporated under reduced pressure. To the residue were added water (100 mL) and ethyl acetate (100 mL), and stirred for 1 hour at room temperature. Resulting precipitates were filtered, washed with diethyl ether, and then dried under reduced pressure, to thereby yield 5.1 g of the title compound.

1. stirringThis solution was stirred for 10 minutes
2. stirringThe resulting solution was stirred for 16 hours at room temperature
3. customthe solvent was evaporated under reduced pressure
4. additionTo the residue were added water (100 mL) and ethyl acetate (100 mL)
5. stirringstirred for 1 hour at room temperature
6. customResulting
7. customprecipitates
8. filtrationwere filtered
9. washwashed with diethyl ether
10. customdried under reduced pressure

ORD record

ord-fd876f6ebc8f4c318dec5c79c8a3814b

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08188277B2