Improved syntheses of chlorotricyanomethane and carbamoylchlorodicyanomethane

Synthetic Communications

Volumn 27, Issue 21, 1997, Pages 3779-3787

  Eberson, Lennart ^a   Hartshorn, Chris M ^b   Hartshorn, Michael P ^b   McCullough, John J ^a  

^a LUND UNIVERSITY   (Sweden)

^b UNIVERSITY OF CANTERBURY   (New Zealand)

Author keywords

[No Author keywords available]

Indexed keywords

CYANIDE;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; REACTION ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0030804530     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708007302     Document Type: Article

References (21)

1. (a) Eberson, L., McCullough, J. J. and Persson, O. J. Chem. Soc., Perkin Trans 2 1997, 133.
2. (b) Eberson, L., Hartshorn, C. M., Hartshorn, M. P. and McCullough, J. J. In preparation.
3. (c) Eberson, L. and McCullough, J. J. In preparation.
4. Trofimenko, S., Little, E. L. and Mower, H. F. J. Org. Chem. 1962, 27, 433.
5. Witt, J. R., Britton, D. and Mahon, C. Acta Cryst. B 1972, 28, 950.
6. Miller, F. A. and Baer, W. K. Spectrochim. Acta, 1963, 19, 73.
7. (a) Zefirov, N. S., Sergeev, N. M., Makhon'kov, D. I. and D'yachkova, L. Ya., Zh. Org. Khim. 1977, 13, 3.
8. (b) Beaumont, R. C., Aspin, K. B., Demas, T. J., Hoggatt, J. H. and Potter, G. E. Inorg. Chim. Acta 1984, 84, 141.
9. Toy, A. D. F. and Emeleus, H. J., J. inorg. nucl. Chem. 1967, 29, 269.
10. Zefirov, N. S., Chapovskaya, N. K., D'yachkova, L. Ya. and Trach, S. S. Zh. Org. Khim. 1975, 11, 1981.
11. Lotz, S. and Gatow, G. Zeitschr. anorg. allg. Chem. 1992, 609, 117.
12. Kukhar, V. P., Pavlenko, N. G. and Kirsanov, A. V. Zh. Org. Khim. 1972, 8, 695.
13. De Buyck, L. and De Pooter, H. Bull. Soc. Chim. Belg. 1992, 101, 807.
14. Carpenter, W. R. and Armstrong, P. J. Org. Chem. 1964, 29, 2772.
15. This reagent was added to react with traces of water since the sulfolane was not completely anhydrous. Dichlorophenylphosphine oxide has actually been used as the reaction solvent (ref. 6), but this might lead to reaction with sulfuryl chloride and contamination of the product.
16. For related work, see: Sang, H., Janzen, E. G. and Poyer, J. L. J. Chem. Soc., Perkin Trans 2 1996, 1183.
17. Coetzee, J. F. in: "Recommended Methods for Purification of Solvents and Tests for Impurities," IUPAC Commission on Electroanalytical Chemistry, Coetzee, J. F., Ed., Pergamon Press, Oxford, 1982, p. 16.
18. Alder, R. W. and Whiting, M. C. J. Chem. Soc. 1964, 4707.
19. Phipps, A. M. and Hume, D. N. J. Chem. Educ. 1968, 45, 664.
20. Martin, D., Schwarz, K.-H., Rackow, S., Reich, P. and Gründemann, E. Chem. Ber. 1966, 99, 2302.
21. Sheldrick, G.M. J. Appl. Crystallogr. In preparation.