Ethylenediamine → HCID 12841734, compound

Temperature

25 °C

A solution of n-butylisocyanate (19.83 g, 0.2 m) in Et2O (50 ml) was added over 40 minutes to a vigorously stirred solution of ethylenediamine (48.08 g, 0.8 m) in isopropanol (1000 ml). After stirring at 25° C. for 3 hours, and standing for about 16 hours, the mixture was filtered and the filtrate evaporated to dryness under reduced pressure initially using water aspiration and finally high vacuum at 70° C. The residue was stirred for 1 hour in 12N HCl (20 ml) and H2O (200 ml), filtered and the filtrate rendered alkaline with 40% NaOH and evaporated to dryness under reduced pressure. The residue was chromatographed on silica gel and eluted with 20% MeOH--CHCl3 saturated with NH3 to give 83 (19.7 g, 59%).

1. waitstanding for about 16 hours
2. filtrationthe mixture was filtered
3. customthe filtrate evaporated to dryness under reduced pressure initially using water aspiration and finally high vacuum at 70° C
4. stirringThe residue was stirred for 1 hour in 12N HCl (20 ml)
5. filtrationH2O (200 ml), filtered
6. customevaporated to dryness under reduced pressure
7. customThe residue was chromatographed on silica gel
8. washeluted with 20% MeOH

ORD record

ord-4f7a9ea9dccc4c679c1789f679ee250a

Source dataset

uspto-grants-1987_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04642311