Abstract
1-Phenylamino-2-imidazolines3 and 1,2,5,6-tetrahydro-1,2,4-triazines4, 5 and6 are synthesized from N-(2-chloralkyl)-imidchlorides1 and phenylhydrazines. As intermediates are obtained the hydrochlorides of amidrazones2 which cyclise. The structure of the different heterocyclic systems are determined by1H- and13C-NMR-spectroscopy.
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Literatur
Neilson, D. G., Roger, R., Meatlie, J. W. M., Newlands, L. R., Chem. Reviews70, 151 (1970).
Beger, J., Nestmann, C., Neumann, R., Rüstig, H., Tenside17, 79 (1980).
Trepanier, D. L., Shriver, K. L., Eble, J. N., J. Med. Chem.12, 257 (1969);
Trepanier, D. L., Richman, J. E., Rudzik, A. D., J. Med. Chem.10, 228 (1967);
Trepanier, D. L., US-Pat. 3497509, C. A.72, 90523 (1970), US-Pat. 3471486, C. A.72, 21716 (1970), US-Pat. 3471487, C. A.72, 21721 (1970), BRD-OS 1937961, C. A.75, 36149 (1971).
Goldin, G. S., Baturina, L. S., Chim. geter. soed.1977, 127;
Schuster, A. J., Martin, J., Spatz, D. M., Widner, P. J., BRD-OS 2800385, C. A.89, 180055 (1978);
Trepanier, D. L., Wagner, E. R., Harris, G. H., Rudzik, A. D., J. Med. Chem.9, 881 (1966);
Wagner, E. R., US-Pat. 3462431, C. A.71, 91541 (1969);
Trepanier, D. L., Harris, G. H., US-Pat. 3428635, C. A.71, 81438 (1969);
Trepanier, D. L., US-Pat. 3471485, C. A.72, 21718 (1970).
Eilingsfeld, H., Wulz, K., BRD-OS 200871, C. A.75, 110319 (1971).
Perner, J., Eckert, H. W., BRD-OS 2203666, C. A.79, 115637 (1973).
Ferm, R. J., Riebsomer, J. L., Chem. Reviews54, 593 (1954).
Jackman, L. M., Sternhell, S., Applications of Nuclear Magnetic Resonance Spectroscopy in Organic Chemistry, p. 236, Oxford: Pergamon Press. 1969.
Jackman, L. M., Jen, T., J. Amer. Chem. Soc.97, 2811 (1975).
Elpern, B., US-Pat. 3 125573, C. A.61, 4323 (1964).
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Beger, J., Neumann, R. & Scheller, D. 1-Phenylamino-2-imidazoline und 1,2,5,6-Tetrahydro-1,2,4-triazine aus N-(2-Chloralkyl)-imidchloriden. Monatshefte für Chemie 112, 959–971 (1981). https://doi.org/10.1007/BF00905067
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DOI: https://doi.org/10.1007/BF00905067