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Volumn , Issue 12, 2008, Pages 1825-1828

Synthesis, characterization, and redox property of 3-(2-phenyl-4H- thiochromen-4-ylidene)-3H-chromene-2,4-diones

Author keywords

Conjugation compounds; Heterocycles; Oxidation; Reduction; Sulfur

Indexed keywords

3 (2 PHENYL 4H THIOCHROMEN 4 YLIDENE) 3H CHROMENE 2,4 DIONE DERIVATIVE; AMINE; CHROMENE DERIVATIVE; METHANOL; SODIUM BOROHYDRIDE;

ARTICLE; CHEMICAL STRUCTURE; FLUORESCENCE; OXIDATION; OXIDATION REDUCTION REACTION; QUANTUM YIELD; SUBSTITUTION REACTION; SYNTHESIS;

EID: 48349125713 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2008-1078497 Document Type: Article

Times cited : (9)

References (16)

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- Crystallographic data (excluding structure factors) of compound 8 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC-665160. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif or by emailing data_request@ccdc.cam.ac.uk or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 (1223)336033.
- Crystallographic data (excluding structure factors) of compound 8 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC-665160. These data can be obtained free of charge via www.ccdc.cam.ac.uk/data_request/cif or by emailing data_request@ccdc.cam.ac.uk or by contacting The Cambridge Crystallographic Data Centre, 12, Union Road, Cambridge CB2 1EZ, UK; fax: +44 (1223)336033.

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14
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- Procedure for the Preparation of 13 To a solution of 12 (500 mg, 2.06 mmol) in DCE (10 mL) was added 4-hydroxy-7-N,N-dimethylaminocoumarin (423 mg, 2.06 mmol) and a catalytic amount of PTSA. After the mixture was stirred at 50°C for 6 h, H2O (5 mL) was added to the mixture and the product was extracted twice with CH 2Cl2. The combined organic extracts were dried over anhyd MgSO4, filtered, and concentrated. The resulting crude product was purified by column chromatography (EtOAc-hexane, 7:15) to give a blue solid with a 35% yield; mp 258-259°C. 1H NMR (300 MHz, CDCl3, δ, 9.62 (s, 1 H, 8.34 (dd, J, 8.4, 1.2 Hz, 1 H, 7.98 (d, J, 8.7 Hz, 1 H, 7.90 (dd, J, 8.1, 1.2 Hz, 1 H, 7.87-7.84 (m, 2 H, 7.74 (ddd, J, 8.1, 7.2, 1.2 Hz, 1 H, 7.63-7.52 (m, 4 H, 6.60 (dd, J, 9.0, 2.4 Hz, 1 H, 6.42 (d, J, 2.4 Hz, 1 H, 3.09 s, 6 H, 13C
- +].

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