Stereospecific synthesis of new 5‐substituted 6‐methyl‐4,5‐dihydro‐2 H ‐pyridazin‐3‐ones. X‐ray assignment study | Zendy

Taoufik J. | Zendy; Couquelet J. D. | Zendy; Couquelet J. M. | Zendy; Carpy A. | Zendy

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Stereospecific synthesis of new 5‐substituted 6‐methyl‐4,5‐dihydro‐2 H ‐pyridazin‐3‐ones. X‐ray assignment study

Author(s) -

Taoufik J.,

Couquelet J. D.,

Couquelet J. M.,

Carpy A.

Publication year - 1984

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.5570210207

Subject(s) - chemistry , stereospecificity , hydrazine (antidepressant) , hydrate , ring (chemistry) , furan , diastereomer , stereochemistry , crystal structure , medicinal chemistry , crystallography , organic chemistry , catalysis , chromatography

Reaction of hydrazine hydrate with 4,5‐dihydro‐3 H ‐4‐acetyl furan‐2‐ones I led to ring opening and rearrangement into 6‐methyl‐4,5‐dihydro‐2 H ‐pyridazin‐3‐ones II ( 1–20 ), the structure of which was determined by spectroscopic methods (ir, 1 H and 13 C nmr). An X‐ray crystal structure study of compound 2 supports the assignment of configuration erythro (5 RS , 7 SR ) for pyridazinones II. Stereochemical courses of this new synthetic route are discussed.

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