Allyl Isothiocyanate → HCID 20231874, compound

Temperature

40 °C

Into a stirred mixture of 20 g (0.2 mole) methyl hydrazinocarboxylate in 150 ml methylene chloride, 19.8 g (0.2 mole) allyl isothiocyanate in 50 ml methylene chloride was dropped in. The reaction mixture was refluxed at about 40° C. for 3.5 hours, allowed to stir overnight at ambient temperature, refluxed about 8 hours, stirred overnight at ambient temperature, refluxed 8 hours, stirred overnight at ambient temperature, and refluxed an additional 4 hours. The reaction mixture was cooled, vacuum filtered and the solids dried. The filtrate was poured back into the flask, at which point a precipitate started to form. Hexane was added. A yellow precipitate formed which was vacuum filtered and dried to give 29.6 g of the above-identified product.

1. additionwas dropped in
2. temperaturerefluxed about 8 hours
3. stirringstirred overnight at ambient temperature
4. temperaturerefluxed 8 hours
5. stirringstirred overnight at ambient temperature
6. temperaturerefluxed an additional 4 hours
7. temperatureThe reaction mixture was cooled
8. filtrationvacuum filtered
9. customthe solids dried
10. additionThe filtrate was poured back into the flask, at which point a precipitate
11. customto form
12. customA yellow precipitate formed which
13. filtrationfiltered
14. customdried

ORD record

ord-731bd843572c49e3aada38c7c1793871

Source dataset

uspto-grants-1986_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04616004