Sequential reaction of p-toluidine with 2,3-dichloromaleic anhydride: Synthesis and molecular structure of 2-chloro-3-p-toluidino-N-p-tolylmaleimide

Journal of Chemical Crystallography

Volumn 33, Issue 12, 2003, Pages 983-988

  Watson, William H ^a   Wu, Guanmin ^b   Richmond, Michael G ^b  

^a TEXAS CHRISTIAN UNIVERSITY   (United States)

^b UNIVERSITY OF NORTH TEXAS   (United States)

Author keywords

Addition elimination reaction; Maleimide substitution reactions; N p tolylmaleimide

Indexed keywords

2 CHLORO 3 (4 TOLUIDINO N 4 TOLYLMALEIMIDE); 2,3 DICHLORO N 4 TOLYLMALEIMIDE; 2,3 DICHLOROMALEIC ANHYDRIDE; 4 TOLUIDINE; ACID ANHYDRIDE; MALEIMIDE DERIVATIVE; TOLUENE; TOLUIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ADDITION REACTION; ARTICLE; CHEMICAL REACTION; COLUMN CHROMATOGRAPHY; CRYSTALLIZATION; DRUG STRUCTURE; INFRARED RADIATION; ISOLATION PROCEDURE; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SOLID STATE; SUBSTITUTION REACTION; X RAY CRYSTALLOGRAPHY;

EID: 3843153128     PISSN: 10741542     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1027498202694     Document Type: Article

References (20)

1. (a) Matsuoka, M. J. Soc. Dyers Colour. 1989, 105, 167.
2. (b) Katritzky, A.R.; Fan, W.-Q.; Li, Q.-L.; Bayyuk, S. J. Heterocyclic Chem. 1989, 26, 885.
3. (a) Relles, H.M.; Schluenz, R.W. J. Org. Chem. 1972, 37, 3637.
4. (b) Hanaineh-Abdelnour, L.; Bayyuk, S.; Theodorie, R. Tetrahedron 1999, 55, 11859.
5. (a) Katritzky, A.R.; Fan, W.-Q. J. Heterocyclic Chem. 1988, 25, 901.
6. (b) Bodige, S.O.; Méndez-Rojas, M.A.; Watson, W.H. J. Chem. Crystallogr. 1999, 29, 57.
7. (c) Lynch, D.M.; Crovetti, A.J. J. Heterocyclic Chem. 1972, 9, 1027.
8. Katritzky, A.R.; Fan, W.-Q. J. Heterocyclic Chem. 1993, 30, 1679.
9. (a) Shen, H.; Bott, S.O.; Richmond, M.G. J. Chem. Crystallogr. 1997, 27, 19.
10. (b) See also: Oda, R.; Hayashi, Y.; Takai, T. Tetrahedron 1968, 24, 4051.
11. SAINT, Version 6.02; Bruker Analytical X-Ray Systems, Inc.: Copyright, Madison, WI, 1997-1999.
12. SHELXTL, Version 5.1; Bruker Analytical X-Ray Systems, Inc.: Copyright, Madison, WI, 1998.
13. Speck, A.L. PLATON - A Multipurpose Crystallographic Tool; Utrecht University: Utrecht, The Netherlands, (2001).
14. Levy, G.C. Acc. Chem. Res. 1973, 6, 161.
15. Weast, R.C., Ed. Handbook of Chemistry and Physics,; 56th ed.s CRC Press: Cleveland, OH, 1975.
16. (a) Yang, K.; Bott, S.G.; Richmond, M.G. Organometallics 1995, 14, 2387.
17. (b) Yang, K.; Bott, S.G.; Richmond, M.G. J. Organomet. Chem. 1996, 516, 65.
18. (c) Bott, S.G.; Shen, H.; Richmond, M.G. Struct. Chem. 2001, 12, 225, 237.
19. (d) Watson, W.H.; Bodige, S.G.; Liu, J.; Richmond, M.G. Struct. Chem. 2003, 14, 367.
20. Bondi, A. J. Phys. Chem. 1964, 68, 441.