Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ethylenediamine | HCID 3301 | — |
| Reactant | 2-(Chloromethyl)-5-(trifluoromethyl)-1,3,4-oxadiazole | HCID 10442445 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178523948 | HCID 178523948 | 46.8% |
Reaction Steps
The solution of ethylene diamine (89 g) in methanol (305 mL) is stirred and cooled to −20° C. over about 45 minutes. 5-(trifluoromethyl)-2-(chloromethyl)-1,3,4-oxadiazole (79 g) is added slowly to the solution over 90 minutes at −20° C. The resulting slurry is stirred for about 90 minutes at −20° C. Ethanol (482 mL) is added and the slurry is warmed to −5° C. After stirring for about 2 hours at −5° C., the solid is filtered, washed with ethanol (79 mL) and dried at about 55° C. to afford the title compound. (Yield: 46.8%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08969558B2 |
|---|
| Source dataset | uspto-grants-2015_03 |
|---|
| ORD ID | ord-2aeb45325aea4bb3b8fb2b1c13c6ff59 |
|---|
| Source note | uspto-grants-2015_03 |
|---|