HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (R)-(-)-alpha-(1-Aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (S)-(-)-2-Nitro-1-(2-oxiranylmethyl)-1H-imidazole | HCID 11768967 | — |
| Product | (R)-(-)-alpha-(1-Aziridinylmethyl)-2-nitro-1H-imidazole-1-ethanol | HCID 10242276 | — |
Reaction Steps
A solution of 0.3 g (1.8 mmole) of (S)-(-)-2-nitro-1-(2-oxiranyl-methyl)-1H-imidazole, 0.24 g (5.4 mmole) of 1H-aziridine, and 3.5 mL of 99:1 absolute ethanol:triethylamine is heated at reflux for 10 minutes, cooled, and concentrated. The residue is crystallized from 99:1 absolute ethanol:triethylamine to give product, mp 119.5°-121° C. [α]D25 =-28.7° [c1.15, chloroform].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05652255 |
| Source dataset | uspto-grants-1997_07 |
| ORD ID | ord-cfcb45190b8744ca8553b1e4ea1754a8 |
| Source note | uspto-grants-1997_07 |