HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 178506307, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Reactant | Ethyl 2-(trifluoromethyl)furan-3-carboxylate | HCID 4737733 | — |
| Product | HCID 178506307 | HCID 178506307 | — |
Reaction Steps
Furanyl-imidazoles were prepared by the TosMIC reaction from aldehydes, which can be obtained either by reduction of acids, esters or amides; or by oxidation of primary alcohols. These procedures are well known in the literature. For example, ethyl 2-trifluoromethyl-furan-3-carboxylate (Scheme 17) prepared from literature procedures (U.S. Pat. No. 5,405,865, Apr. 11, 1995) was converted to an aldehyde by reduction of a Weinreb amide. The aldehyde was then reacted with the TosMIC and methanolic ammonia to yield 4-(2-trifluoromethyl-furan-3-yl)-imidazole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037916B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-dae82275b3864f8ebdcbb18a74860bf7 |
| Source note | uspto-grants-2006_05 |