Synthesis and properties of 2,5-dihydro-3,6-dimethylpyrazine

Journal of the Chemical Society D: Chemical Communications

Volumn , Issue 1, 1970, Pages 25-26

  Wilen, Samuel H ^a  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049114213     PISSN: 05776171     EISSN: None     Source Type: Journal    
DOI: 10.1039/C29700000025     Document Type: Article

References (13)

1. Presented at the Second International Congress of Heterocyclic Chemistry, Montpellier, France, July 10, 1969
2. S. Gabriel and J. Colman Ber, 1902 :35 :3805
3. G. R. Ramage and J. K. Landquistm "Chemistry of Carbon Compounds,” ed E H Rodd, vol 4B, Elsevier, Amsterdam, 1959, pp 1319 ,1333-1336.
4. L A Paquette, ‘Principles of Modern Heterocyclic Chemistry,” Benjamin, New York, 1968, pp 316-317.
5. L. P. Ellinger and A. A. Goldberg, J Chem Soc, 1949, 263
6. J. W. Cornforth, J Chem Soc, 1958, 1174
7. The strong band at 3260 cm-1 (associated NH) forced the conclusion given While I have also observed this band, it is evidently spurious and due to the difficulty m completely drying the compound Other workers have reported similar difficulties m the synthesis of lmmes, e g D. A. Nelson and J. J. Worman, Chem Comm, 1966, 487.
8. W. H. Bell, G. B. Carter, and J. Dewing J Chem Soc. (C), 1969, 352
9. Similar "five-bond” coupling has been reported recently for the conjugated dihydropyrazme, 2,3-dihydro-2,2,5,6-tetramethyl- pyrazme by J M Khegman and R K Barnes, Tetrahedron Letters, 1969, 1953 I have also observed such coupling in 2,3-dihydro- 5,6-dimethylpyrazme S. Gabriel, Ber, 1908, 41, 1127.
10. L. Horner, A. Chnstmann, and A. Gross, Chem Ber, 1963, 96, 399
11. T.H. Kappe, K. Burdeska, and E. Ziegler, Monatsh, 1966, 97, 77
12. A. T. Mason and L. A. Dryfoos, J Chem Soc, 1893, 63, 1293
13. H.I.X. Mager and W. Berends, Rec Trav chim, 1965, 84, 314