Improved synthesis of pyridazinediones under microwave irradiation

Tetrahedron Letters

Volumn 37, Issue 24, 1996, Pages 4145-4148

  Bourel, Line ^a   Tartar, André ^a   Melnyk, Patricia ^a  

^a INSTITUT PASTEUR DE LILLE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIDEPRESSANT AGENT; ANTIINFLAMMATORY AGENT; HETEROCYCLIC COMPOUND; NEUROLEPTIC AGENT; PHENYLHYDRAZINE; PYRIDAZINE DERIVATIVE; SUCCINIC ANHYDRIDE;

ARTICLE; CHEMICAL REACTION; DRUG SYNTHESIS; ISOMERISM; MICROWAVE IRRADIATION; MICROWAVE OVEN; REACTION TIME; REVERSED PHASE HIGH PERFORMANCE LIQUID CHROMATOGRAPHY;

EID: 0030006941     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00743-5     Document Type: Article

References (10)

1. Fischer, E. Justus Liebigs Ann. Chem. 1886, 236, 147-160.
2. Taüber, E. Ber. 1895, 28, 451-469.
3. Gottfried, H.; Hannelore, F. Progress in Medical Chemistry 1990, 27, 1-49.
4. Negwer, M. Organic Chemical Drugs and Synonyms (Akademie - Verlag Berlin) 1987, I-III.
5. Wermuth, C. G. Actual. Chim. Thér. 1985, 12, 3-35.
6. Pilleboue-Melnyk, P. Doctorat de l'Université Paris VI (the 26th january 1993).
7. Typical procedure: To a solution of anhydride (0.1 mmol) in glacial acetic acid (2 ml) was added hydrazine (0.1 mmol). The resulting mixture was irradiated in a CEM SAM 155 microwave oven (500 W) for 2 - 6 min. and evaporated. The solid was purified by flash chromatography (pentane / EtOAc) to provide the desired compound which was analyzed (TLC, HPLC) and characterized (NMR).
8. Domestic microwave oven: Arthur Martin 506 25. Laboratory microwave oven : CEM SAM 155.
9. Katritzky, A.R.; Rees, C.W. Comprehensive Heterocyclic Chemistry (Pergamon Press - Oxford) 1984, vol. 3, 47.
10. 4J). HMBC correlation spots between C and H were reported below, the same correlation systems were observed for compound 1a. (formula presented)