A simple route to N,N-dialkyl derivatives of 2-amino-5-thiophenecarboxylates

European Journal of Organic Chemistry

Volumn , Issue 19, 2000, Pages 3273-3278

  Heyde, Cornelia ^a   Zug, Ines ^a   Hartmann, Horst ^a  

^a University of Applied Sciences Merseburg   (Germany)

Author keywords

3 Chloropropeniminium salts; Heterocycles; N,N Disubstituted 2 amino 5 thiophenecarboxylates; Thioacetamides

Indexed keywords

ACETAMIDE DERIVATIVE; ACRYLAMIDE DERIVATIVE; ALLYL CHLORIDE; CARBOXYLIC ACID DERIVATIVE; N,N DIALKYL 2 AMINO 5 THIOPHENE DERIVATIVE; THIOACETAMIDE DERIVATIVE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; REACTION ANALYSIS; SPECTROSCOPY; SYNTHESIS;

EID: 0033778397     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200010)2000:19<3273::AID-EJOC3273>3.0.CO;2-G     Document Type: Article

References (39)

1. J. Liebscher, H. Hartmann, J. Prakt. Chem. 1976, 318, 731-744.
2. [2a] W. D. Rudorf, Methoden Org. Chem. (Houben-Weyl), 1994, vol. E 6a (Hetarene 1), p. 186-555.
3. [2b] S. Gronowitz, A. B. Hörnfeld, in The Chemistry of Heterocyclic Compounds (Eds.: A. Weissberger, E. C. Taylor); John Wiley & Sons, New York, 1986, vol. 44, part 3, p. 565-973.
4. O. Hinsberg, Ber. Dtsch. Chem. Ges. 1910, 43, 901-906; 1912, 45, 2413-2413.
5. O. Hinsberg, Ber. Dtsch. Chem. Ges. 1910, 43, 901-906; 1912, 45, 2413-2413.
6. [4a] H. Fiesselmann, p Schippack, Chem. Ber. 1954, 89, 835-841.
7. [4b] H. Fiesselmann, P. Schippack, L. Zeitler, Chem. Ber. 1954, 89, 841-848.
8. [4c] H. Fiesselmann, G. Pfeiffer, Chem. Ber. 1954, 89, 848-856.
9. [5a] E. Marchand, G. Morel, Bull. Soc. Chim. Fr. 1996, 133, 903-912.
10. [5b] K. T. Potts, S. J. Chen, J. Kane, J. L. Marshall, J. Org. Chem. 1977, 42, 1633-1638.
11. [5c] K. Yamagata, M. Takaki, K. Ohkubo, M. Yamazaki, Liebigs Ann. Chem. 1993, 1263-1267.
12. [5d] T. Eicher, S. Boehm, Chem. Ber. 1974, 107, 2238-2258.
13. [5e] T. Eicher, S. Boehm, Teterahedron Lett. 1972, 3965-3968.
14. [6a] D. J. Williams, Angew. Chem. 1984, 96, 637-651; Angew. Chem. Int. Ed. Engl. 1984, 23, 690-703.
15. [6a] D. J. Williams, Angew. Chem. 1984, 96, 637-651; Angew. Chem. Int. Ed. Engl. 1984, 23, 690-703.
16. [6b] J. J. Wolf, R. Wortmann, Adv. Phys. Org. Chem. 1999, 32, 121-217 and references therein.
17. [7a] Z. Arnold, Collect. Czech. Chem. Commun. 1961, 26, 3051-3057.
18. [7b] W. Schroth, U. Jahn, D. Ströhl, Chem. Ber. 1994, 127, 2013-2022.
19. [8a] J. Liebscher, A. Knoll, Z. Chem. 1987, 27, 8-15.
20. [8b] J. Liebscher, B. Abegaz, A. Knoll, Phosphorus Sulfur 1988, 55, 5-34.
21. H. Hartmann, C. Heyde, I. Zug, Synthesis 2000, 805-808.
22. [10a] A. Rolfs, J. Liebscher, Org. Synth. 1996, 74, 257-262.
23. [10b] A. Rolfs, J. Liebscher, Synthesis 1994, 683-684, and references therein.
24. A. Schöberl, A. Wagner, Methoden Org. Chem. (Houben-Weyl), 1955, vol. 9, p. 741-771.
25. [12a] M. Carmack, M. A. Spielman, Org. React. 1946, 3, 83-107.
26. [12b] E. V. Brown, Synthesis 1975, 358-375.
27. J. Liebscher, K. Feist, Synthesis 1985, 412-414.
28. D. Keil, H. Hartmann, I. Zug, A. Schröder, J. Prakt. Chem. 2000, 342, 169-174.
29. R. Huisgen, F. Bayerlein, W. Heydkamp, Chem. Ber. 1959, 92, 3223-3241.
30. W. Stadel, Ber. Dtsch. Chem. Ges. 1886, 19, 1947-1949.
31. E. Herz, J. Wagner, Monatsh. Chem. 1947, 76, 32-37.
32. Y. Komori, J. Chem. Soc. Jpn., Ind. Chem. Sect. 1959, 62, 220.
33. C. S. Marvel, P. DeRadzitzky, J. J. Brader, J. Am. Chem. Soc. 1955, 77, 5997-5999.
34. T. Roger, J. Chem. Soc. 1950, 3359.
35. A. Wischnegradsky, Ber. Dtsch. Chem. Ges. 1880, 13, 2400.
36. H. Behringer, H. Meiser, Justus Liebigs Ann. Chem. 1957, 607, 67-9.
37. USP 2544322; Chem. Abstr. 1951, 45, 6524.
38. M. Barash, J. M. Osbond, J. Chem. Soc. 1959, 2157-2168.
39. E. Schwenk, E. Bloch, J. Am. Chem. Soc. 1942, 3051-3052.