Ammonolysis of 3‐hydroxypicolinic acids. A correction and illustration of the use of  13 C Nmr OH/OD isotope shifts | Zendy

Moore George G. I. | Zendy; Kirk Alan R. | Zendy; Newmark Richard A. | Zendy

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Ammonolysis of 3‐hydroxypicolinic acids. A correction and illustration of the use of 13 C Nmr OH/OD isotope shifts

Author(s) -

Moore George G. I.,

Kirk Alan R.,

Newmark Richard A.

Publication year - 1979

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570160436

Subject(s) - chemistry , ammonia , isotope , chemical shift , liquid ammonia , carbon 13 nmr , organic chemistry , medicinal chemistry , physics , quantum mechanics

Ammonolysis of 3‐hydroxy‐6‐methylpicolinic acid ( 1a ) has been reported to give 3‐amino‐6‐methylpicolinic acid. However, on heating 3‐hydroxypicolinic acid with ammonia at 200°, the product proved to be the known 3‐hydroxypicolinamide. 13 C Nmr OH/OD isotope shifts in DMSO show that ammonolysis of 1a gives not 2a , but instead 3‐hydroxy‐6‐methylpicolinamide.

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