Abstract
While reduction of ethylpyridazine-4-carboxylate (1 b) by LiAlH4 or NaBH4 yields mixtures of 4-hydroxymethyl-pyridazine (1 a) and ethyl-2.5-dihydro-pyridazine-4-carboxylate (2), pyridazine-4-carbaldehyde and 4-acetyl-pyridazine quantitatively by NaBH4 are reduced to the corresponding carbinols1 a, 1 d. 4-Chloromethyl-pyridazine easily can be prepared by reaction of1 a with SOCl2. The structures of the new compounds are proved by1H-NMR-, IR- and mass-spectroscopy.
Similar content being viewed by others
Literatur
F. Zymalkowski undP. Tinapp, Ann. Chem.699, 98 (1966);U. Jacoby undF. Zymalkowski, Arch. Pharmaz.304, 271 (1971).
W. J. Leanza, H. J. Becker undE. F. Rogers, J. Amer. Chem. Soc.75, 4086 (1953).
F. Bohlmann undM. Bohlmann, Chem. Ber.86, 1419 (1953).
G. Adembri, F. Desio, R. Nesi undM. Scotton, Chem. Communic.1967, 1006.
G. Heinisch, E. Luszczak undM. Pailer, Mh. Chem.104, 1372 (1973).
Author information
Authors and Affiliations
Additional information
1. Mitt.:G. Heinisch, Mh. Chem.104, 953 (1973).
Rights and permissions
About this article
Cite this article
Heinisch, G. Synthesen und Reaktionen von Pyridazinderivaten, 2. Mitt.: 4-Hydroxymethyl-pyridazin. Monatshefte für Chemie 104, 1354–1359 (1973). https://doi.org/10.1007/BF00910052
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00910052