Dimethyl Sulfoxide → 3-(1-ethoxycarbonylethoxy)-5-methyl-1-phenyl-1,2,4-1H-triazole

A 3.2 g portion of sodium was dissolved in 50 ml of methanol, and the solution was added to 100 ml of dimethylsulfoxide. To it was added 24.6 g of 3-hydroxy-5-methyl-1-phenyl-1,2,4-1H-triazole, and the solution was heated on the steam bath for 2 hours, adding 100 ml of additional dimethylsulfoxide. To the solution was then added 25.4 g of ethyl 2-bromopropionate, and heating was continued for 2 hours more. The reaction mixture was then cooled, poured over ice-water, and extracted with 300 ml of chloroform. The extract was washed with water and with saturated brine, and was dried with sodium sulfate and phase separation paper. The solvent was removed under vacuum, and the product was distilled at 1.2 mm of mercury and 192° to obtain 20 g of the desired product, an oil.

1. temperaturethe solution was heated on the steam bath for 2 hours
2. temperatureheating
3. temperatureThe reaction mixture was then cooled
4. extractionextracted with 300 ml of chloroform
5. washThe extract was washed with water and with saturated brine
6. dry with materialwas dried with sodium sulfate and phase separation paper
7. customThe solvent was removed under vacuum
8. distillationthe product was distilled at 1.2 mm of mercury and 192°

ORD 기록

ord-4605f400e55d475daf1516f72c8749b6

출처 데이터셋

uspto-grants-1990_06

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04931083