High-speed microwave-promoted hetero-Diels-Alder reactions of 2(1H)-pyrazinones in ionic liquid doped solvents

Journal of Organic Chemistry

Volumn 67, Issue 22, 2002, Pages 7904-7907

  Van der Eycken, Erik ^a   Appukkuttan, Prasad ^a   De Borggraeve, Wim ^a   Dehaen, Wim ^a   Dallinger, Doris ^b   Kappe, C Oliver ^b  

^a UNIVERSITY OF LEUVEN   (Belgium)

^b UNIVERSITY OF GRAZ   (Austria)

Author keywords

[No Author keywords available]

Indexed keywords

THERMAL HEATING;

ADDITION REACTIONS; IRRADIATION; MICROWAVES; SOLVENTS; THERMAL EFFECTS;

ORGANIC COMPOUNDS;

1,2 DICHLOROBENZENE; 1,2 DICHLOROETHANE; 2(1H) PYRAZINONE DERIVATIVE; ALKADIENE; BETA CARBOLINE DERIVATIVE; SOLVENT; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; HEATING; LIQUID; MICROWAVE IRRADIATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS; THERMOSTABILITY;

EID: 0036828174     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo0263216     Document Type: Article

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23. CAUTION! This precipitate resulted in extreme microwave absorption accompanied by a rapid increase in pressure that resulted in an automatic shut-down of the microwave reactor, and caused thermal cracks to appear on the glass vial. We assume that an ionic liquid-initiated polymerization of ethene had occurred, that caused precipitation of strongly microwave absorbing ionic liquid-doped polyethylene on the glass vial. In the absence of the ionic liquid a normal heating pattern was observed. For examples of ionic liquid-initiated polymerizations of olefins, see, the following: (a) Hong, K.; Zhang, H.; Mays, J. W.; Visser, A. E.; Brazel, C. S.; Holbrey, J. D.; Reichert, W. M.; Rogers, R. D. Chem. Commun. 2002, 1368-1369. (b) Zhang, H.; Hong, K.; Mays, J. W. Macromolecules 2002, 35, 5738-5741. (c) Hlatky, G. G Patent WO 0181436, 2001.
24. CAUTION! This precipitate resulted in extreme microwave absorption accompanied by a rapid increase in pressure that resulted in an automatic shut-down of the microwave reactor, and caused thermal cracks to appear on the glass vial. We assume that an ionic liquid-initiated polymerization of ethene had occurred, that caused precipitation of strongly microwave absorbing ionic liquid-doped polyethylene on the glass vial. In the absence of the ionic liquid a normal heating pattern was observed. For examples of ionic liquid-initiated polymerizations of olefins, see, the following: (a) Hong, K.; Zhang, H.; Mays, J. W.; Visser, A. E.; Brazel, C. S.; Holbrey, J. D.; Reichert, W. M.; Rogers, R. D. Chem. Commun. 2002, 1368-1369. (b) Zhang, H.; Hong, K.; Mays, J. W. Macromolecules 2002, 35, 5738-5741. (c) Hlatky, G. G Patent WO 0181436, 2001.
25. CAUTION! This precipitate resulted in extreme microwave absorption accompanied by a rapid increase in pressure that resulted in an automatic shut-down of the microwave reactor, and caused thermal cracks to appear on the glass vial. We assume that an ionic liquid-initiated polymerization of ethene had occurred, that caused precipitation of strongly microwave absorbing ionic liquid-doped polyethylene on the glass vial. In the absence of the ionic liquid a normal heating pattern was observed. For examples of ionic liquid-initiated polymerizations of olefins, see, the following: (a) Hong, K.; Zhang, H.; Mays, J. W.; Visser, A. E.; Brazel, C. S.; Holbrey, J. D.; Reichert, W. M.; Rogers, R. D. Chem. Commun. 2002, 1368-1369. (b) Zhang, H.; Hong, K.; Mays, J. W. Macromolecules 2002, 35, 5738-5741. (c) Hlatky, G. G Patent WO 0181436, 2001.
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