HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 5-(((tert-butoxycarbonyl)amino)methyl)-1,3,4-oxadiazole-2-carboxylate | HCID 10084542 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Ethyl 5-(aminomethyl)-1,3,4-oxadiazole-2-carboxylate | HCID 11378755 | 93.5% |
Reaction Steps
In an alternative procedure, compound 8 (33.3 g, 0.12 mol) is added portionwise to a 0° C. commercially available solution of hydrogen chloride in 1,4-dioxan (Aldrich, 4 M, 750 ml.) Compound 8 slowly dissolves to afford a clear yellow solution. After stirring for approximately 30 minutes, the reaction mixture turns cloudy. The starting material is consumed in about two hours, as determined by TLC on silica using methylene chloride:ethyl acetate (9:1) as the eluent. The reaction mixture is filtered and a colorless solid product is obtained. The solid is washed exhaustively with ether (1L) to afford 19.2 g (76%) of compound 9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06951946B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-61b94a6a7cc143f9afa0120c24b9b904 |
| Source note | uspto-grants-2005_10 |