Acetic Anhydride → HCID 18980357, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of ethyl 3-amino-5-chloropicolinate (107) (2.0 g, 10 mmol) in 10 mL of 1,4-dioxane was added 4 mL of acetic anhydride. The resulting solution was allowed to stir at 50° C. for 24 hr. Solvent was evaporated and water (10 mL) was added to the residue. The mixture was neutralized by saturated sodium bicarbonate solution to pH=7. A pale yellow solid was collected by filtration and dried in vacuo, giving 2.0 g (83%) of the product. mp 98°-100° C. 1H NMR (CDCl3): δ1.476 (t, J=7.2 Hz, 3H), 4.45 (q, J=7.2 Hz, 3H), 8.352 (d, J=2.1 Hz, 1H), 9.218 (d, J=2.1 Hz, 1H), 11.087 (s, 1H).

Provenance & Evidence