Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 2-Pyridinecarboxaldehyde | HCID 14273 | — |
| Reactant | Oxazoline | HCID 68157 | — |
| Reactant | Tosylmethyl isocyanide | HCID 161915 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178420123 | HCID 178420123 | — |
Reaction Steps
This compound known in the literature was made by an alternative route in analogy to Heterocycles 1994, 39 (1), 139: Tosylmethylisocyanide (TOSMIC) (3.57 g) was suspended in ethanol (50 ml) and 2-picolinealdehyde (2.0 g) was added. Sodium cyanide (92 mg) was added in one portion at 15° C. and the mixture was allowed to stir—the internal temperature rose to 26° C. and a clear solution was obtained. The mixture was cooled again to 15° C. and the intermediate oxazoline derivative precipitated. The suspension was filtered and the solid intermediate was washed with ether/hexanes 1:1 and dried in vacuo (yield: 4.77 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07314884B2 |
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| Source dataset | uspto-grants-2008_01 |
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| ORD ID | ord-abd65d3fbee94cc68c93b80e111fb7c8 |
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| Source note | uspto-grants-2008_01 |
|---|