Production of 9-thioxo-2,3,4,9-tetrahydro-pyrrolo[3,4-b]quinolin-1-one derivatives from the aminolysis of 3,3,9-trichloro-3H-thieno[3,4-b]quinolin-1- one

South African Journal of Chemistry

Volumn 56, Issue , 2003, Pages 30-33

  Van Es, Theodorus ^a   Staskun, Benjamin ^b   Fernandes, Manuel A ^b  

^a RUTGERS UNIVERSITY   (United States)

^b UNIVERSITY OF THE WITWATERSRAND   (South Africa)

Author keywords

3,3,9 Trichlorothieno 3,4 b quinolinone; Aminolysis, 9 alkylamino 2,3 dihydro and 9 thioxo 2,3,4,9 tetrahydro substituted 2 alkyl 3 alkylimino pyrrolo 3,4 b quinolin 1 ones

Indexed keywords

2 PROPYL 3 PROPYLIMINO 9 THIOXO 2,3,4,9 TETRAHYDRO[3,4 B]QUINOLIN 1 ONE; 2 PROPYL 9 PROPYLAMINO 3 PROPYLIMINO 2,3 DIHYDROPYRROLO[3,4 B]QUINOLIN 1 ONE; ACID; ALCOHOL; ETHYLAMINE; IMINE; PROPANE; PROPYLAMINE; PYRROLE DERIVATIVE; QUINOLINE DERIVATIVE; UNCLASSIFIED DRUG;

AMINOLYSIS; ARTICLE; CHEMICAL STRUCTURE; CRYSTAL; DERIVATIZATION; HEAT; REACTION ANALYSIS; SPECTRUM; SYNTHESIS; X RAY ANALYSIS;

EID: 4243179001     PISSN: 03794350     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (11)

1. D.C. Levendis, J. Moffit, B. Staskun and T. van Es, J. Chem. Res. (S) 1999, 614.
2. In comparison, the aminolysis of 3,3-dichloro-3H-thieno[3,4-b] quinolin-1-one has been found to yield 2-alkythiocarbamoyl-quinoline-3- carboxylic acid alkylamides and/or S-free 2-alkyl-3-alkylimino-2,3-dihydro- pyrrolo[3,4-b]quinolin-1-ones as products. V.P. Semenov, P.S. Lobanov, V.A. Gindin and A.A. Potekhin, Chemistry of Heterocyclic Compounds, 1993, 29, 1466. (cf. Chem. Abstr., 1995, 122, 9903s).
3. In comparison, the aminolysis of 3,3-dichloro-3H-thieno[3,4-b] quinolin-1-one has been found to yield 2-alkythiocarbamoyl-quinoline-3- carboxylic acid alkylamides and/or S-free 2-alkyl-3-alkylimino-2,3-dihydro- pyrrolo[3,4-b]quinolin-1-ones as products. V.P. Semenov, P.S. Lobanov, V.A. Gindin and A.A. Potekhin, Chemistry of Heterocyclic Compounds, 1993, 29, 1466. (cf. Chem. Abstr., 1995, 122, 9903s).
4. Diagrams in Scheme 1 correspond merely to their nomenclature in the text, and are not meant to detail structural features.
5. The bonding in complex 5 between component 3 and alkylamine RNH2 will be presented elsewhere (in prep.).
6. S. Afr. J. Chem., submitted.
7. B. Staskun and T. van Es, S. Afr. J. Chem., 1998, 51, 92.
8. Bruker, SAINT+, version 6.02 (includes XPREP and SADABS), 1999, Bruker AXS Inc., Madison, Wisconsin, USA.
9. G.M. Sheldrick, SADABS, 1996, University of Göttingen, Germany.
10. Bruker, SHELXTL, version 5.1 (includes XS, XL, XP, XSHELL), 1999, Bruker AXS Inc., Madison, Wisconsin, USA.
11. A.L. Spek, Acta Cryst., 1990, A46, C-34.