Process for the preparation of N-(2-chloro-pyridin-5-yl-methyl)-

Details Process for the preparation of N-(2-chloro-pyridin-5-yl-methyl)- Process for the preparation of N-(2-chloro-pyridin-5-yl-methyl)-

1991-08-28

1992-11-17

Ivy, C. Warren

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

546330, C07D21338, C07D21357

Patent

active

051645084

ABSTRACT:
The present invention relates to a new process for the preparation of N-(2-chloro-pyridin-5-yl-methyl)-ethylene-diamine of the formula (I) ##STR1## in a technically simple manner in high yield and in very good quality. The new process is characterized in that N-(2-chloro-pyridin-5-yl-methyl)-aminoacetonitrile of the formula (II) ##STR2## is reacted with hydrogen in the presence of ammonia and in the presence of a catalyst and also in the presence of a diluent, at temperatures between 0.degree. C. and 100.degree. C. and a pressure between 1 bar and 100 bar.
N-(2-Chloro-pyridin-5-yl-methyl)-ethylenediamine (I) can be used as an intermediate for the preparation of insecticides.

REFERENCES:
patent: 2675383 (1954-04-01), de Benneville
patent: 2868795 (1959-01-01), Cislak
Mariella et al. "The Synthesis of Some Isomeric Dimethyl-hydroxymethylpyridines," J. Am. Chem. Soc. 71. p. 331-333. 1949.
Perez-Medina et al. "The Preparation and Reactions of Some Polysubstituted Pyridines," J. Am. Chem. Soc. 69. p. 2574-2578. 1947.
Chemical Abstracts, Band 87, No. 3, Jul. 18, 1977 "N-Substituted Aminoacetonitriles as Fungicides".
Chemical Abstracts, Band 94, No. 13, Mar. 30, 1981, "Aminonitriles".
Degering, E. An Outline of Organic Nitrogen Compounds 1945. University Lithoprinters. pp. 202-203.
R. Schroter: Amine durch Reduktion, pp. 554-569. 1957, Stickstoff-Verbindungen II.
Reduktion, Teil I, 1980, pp. 127-132.

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