Methyl Isocyanate → 1-chloro-2-(N-methylcarbamoyloxy)-2-methoxyiminoethane

N-Methoxychloroacetamide (3.5 grams), benzene (60 ml) and dibutyltin dilaurate (1 drop) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and reflux condenser. Methyl isocyanate (2.0 grams) dissolved in benzene (15 ml) was added dropwise to the reaction mixture at room temperature and with stirring. After the addition was completed the reaction mixture was heated at reflux, with stirring for a period of about 2 hours. After this time the reaction mixture was distilled to remove benzene and unreacted isocyanate leaving an oily residue. The residue was subjected to vacuum (0.1 mm Hg) whereupon it solidified. The solid was recrystallized from a carbon tetrachloride-hexane mixture to yield a white crystalline solid. The solid was washed with hexane and dried to yield the desired product 1-chloro-2-(N-methylcarbamoyloxy)-2-methoxyiminoethane having a melting point of 80°-82°C.

1. customequipped with a mechanical stirrer
2. temperaturethermometer and reflux condenser
3. additionwas added dropwise to the reaction mixture at room temperature
4. additionAfter the addition
5. temperaturewas heated
6. temperatureat reflux
7. stirringwith stirring for a period of about 2 hours
8. distillationAfter this time the reaction mixture was distilled
9. customto remove benzene and unreacted isocyanate leaving an oily residue
10. customThe solid was recrystallized from a carbon tetrachloride-hexane mixture
11. customto yield a white crystalline solid
12. washThe solid was washed with hexane
13. customdried

ORD 기록

ord-5c49fb8812a940019d2daee61933d6da

출처 데이터셋

uspto-grants-1976_02

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US03937824