Ethyl isocyanate → 4-Ethyl-5-methoxymethyl-2,4-dihydro[1,2,4]triazol-3-one

Methoxyacetic acid hydrazide (3.0 g) was heated and dissolved in toluene (60 ml), and then ethyl isocyanate (2.56 ml) was added dropwise. After stirring for at room temperature for one day, the reaction mixture was concentrated under reduced pressure. The residue was added to a 2% aqueous solution of potassium hydroxide (100 ml) that had been heated to 95° C., and the mixture was stirred at 95° C. for 45 minutes. After cooling to room temperature, concentrated hydrochloric acid (2.9 ml) was added and the mixture was stirred at room temperature for one day. Silica gel was then added to the reaction mixture, and it was concentrated under reduced pressure and purified by silica gel column chromatography. The obtained solid was washed with diethyl ether to obtain the title compound (3.56 g).

1. concentrationthe reaction mixture was concentrated under reduced pressure
2. additionThe residue was added to a 2% aqueous solution of potassium hydroxide (100 ml) that
3. temperaturehad been heated to 95° C.
4. stirringthe mixture was stirred at 95° C. for 45 minutes
5. temperatureAfter cooling to room temperature
6. additionconcentrated hydrochloric acid (2.9 ml) was added
7. stirringthe mixture was stirred at room temperature for one day
8. additionSilica gel was then added to the reaction mixture, and it
9. concentrationwas concentrated under reduced pressure
10. custompurified by silica gel column chromatography
11. washThe obtained solid was washed with diethyl ether

ORDレコード

ord-cef2d03761914d30937aa251251ef5ad

出典データセット

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08252810B2