Carbofuran → Glycine, N-butyl-N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-, ethyl ester

温度

0 °C

A 11 g quantity (0.05 mole) of 2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-methyl-carbamate was dissolved in 70 ml of methylene chloride, 5.2 g (0.05 mole) of sulfur dichloride was added to the solution with cooling, and 5 g (0.05 mole) of triethylamine was further added dropwise to the solution at -10° to -5° C. The mixture was stirred at 0° C. for one hour and further at room temperature for 2 hours. After cooling to -10° to -5° C., 8.0 g (0.05 mole) of N-butylglycine ethyl ester was added dropwise to the mixture, and 5 g (0.05 mole) of triethylamine was further added dropwise to the mixture. The resulting mixture was stirred at 0° C. for 2 hours and thereafter allowed to stand overnight at room temperature. With addition of 100 ml of methylene chloride, the reaction mixture was washed with 100 ml of water three times. The methylene chloride layer was dried and then concentrated in a vacuum to give an oily product, which was almost entirely composed of the desired product although containing small amounts of impurities. Yield: 15.7 g (76.6%).

1. temperaturewith cooling
2. temperatureAfter cooling to -10° to -5° C.
3. additionwas further added dropwise to the mixture
4. stirringThe resulting mixture was stirred at 0° C. for 2 hours
5. waitto stand overnight at room temperature
6. washthe reaction mixture was washed with 100 ml of water three times
7. dry with materialThe methylene chloride layer was dried
8. concentrationconcentrated in a vacuum
9. customto give an oily product, which

ORDレコード

ord-5b912645e49f4132909dbc79a4562a5a

出典データセット

uspto-grants-1983_11

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04413005