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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1716545Generated: October 26, 2026

2-Pyridinecarboxaldehyde → HCID 178420123, compound

https://huagongshe.com/reaction/1716545

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PyridinecarboxaldehydeHCID 14273—
ReactantOxazolineHCID 68157—
ReactantTosylmethyl isocyanideHCID 161915—
ReactantSodiumHCID 5360545—
SolventEthanolHCID 702—
ProductHCID 178420123HCID 178420123—

Reaction Conditions

Temperature15 °C

Reaction Steps

This compound known in the literature was made by an alternative route in analogy to Heterocycles 1994, 39 (1), 139: Tosylmethylisocyamide (TOSMIC) (3.57 g) was suspended in ethanol (50 ml) and 2-picolinealdehyde (2.0 g) was added. Sodium cyamide (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 washed with ether/hexanes 1:1 and dried in vacuo (yield: 4.77 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803819B2
Source datasetuspto-grants-2010_09
ORD IDord-c1d913ecc767445e802b9893ac2aff7e
Source noteuspto-grants-2010_09