Phthalide
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 Phthalide Powder | |
| Names | |
|---|---|
| Preferred IUPAC name
2-Benzofuran-1(3H)-one | |
| Other names
Phthalolactone | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.001.586 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C8H6O2 | |
| Molar mass | 134.134 g·mol−1 |
| Melting point | 75 to 77 °C (167 to 171 °F; 348 to 350 K)[1] |
| Boiling point | 290 °C (554 °F; 563 K)[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phthalide is an organic chemical compound with the molecular formula C8H6O2. It is a white solid and the simplest benzo lactone. It is prepared from hydroxymethylbenzoic acid.[3]
Phthalides
[edit]The phthalide core is found in a variety of more complex chemical compounds including dyes (such as phenolphthalein), fungicides (such as tetrachlorophthalide, often referred to simply as "phthalide"), and natural oils (such as butylphthalide).
Examples
[edit]
Phenolphthalein
5-bromophthalide [64169-34-2] is used in the synthesis of Roxadustat and Citalopram.
3-(4'-chlorophenyl)phthalide is a chemical that serves function in the synthesis of Setazindol[4] & Chlortalidone.[5]
Synthesis
[edit]
Phthalide synthesis:[6]
Uses
[edit]Phthalide has known uses in the synthesis of hydralazine,[5][7] & pipethiadene.[8][9]
Phthalide is used in the synthesis of dibenzosuberone.
References
[edit]- ↑ Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi, C.; Reddy, K. Rajender (2011). "Synthesis of 3H-Quinazolin-4-ones and 4H-3,1-Benzoxazin-4-ones via Benzylic Oxidation and Oxidative Dehydrogenation using Potassium Iodide-tert-Butyl Hydroperoxide". Advanced Synthesis & Catalysis. 353 (2+3): 401–410. doi:10.1002/adsc.201000580.
- ↑ Kus, Nermin Simsek (2008). "Some oxidation reactions with molecular oxygen in subcritical water". Asian Journal of Chemistry. 20 (2): 1226–1230.
- ↑ J. H. Gardner; C. A. Naylor, Jr (1936). "Phthalide". Organic Syntheses. 16: 71. doi:10.15227/orgsyn.016.0071.
- ↑ Elks, J., Ganellin, C. R., eds. (1990). Dictionary of drugs: chemical data, structures, and bibliographies (1st ed.). Chapman and Hall. ISBN 9780412273001.
- 1 2 Vardanyan, R. S., Hruby, V. J. (2006). Synthesis of essential drugs (1st ed.). Elsevier. ISBN 9780444521668.
- ↑ "PHTHALIDE". Organic Syntheses. 16: 71. 1936. doi:10.15227/orgsyn.016.0071.
- ↑ Druey, J., Ringier, B. H. (January 1951). "Hydrazinderivate der Phtalazin‐ und Pyridazinreihe". Helvetica Chimica Acta. 34 (1): 195–210. doi:10.1002/hlca.19510340122.
- ↑ Protiva, M. (1983). "Pipethiadene Tartrate". Drugs of the Future. 8 (4): 334. doi:10.1358/dof.1983.008.04.65210. ISSN 0377-8282.
- ↑ Polívka, Z., Rajšner, M., Metyš, J., Holubek, J., Svátek, E., Ryska, M., Protiva, M. (1983). "Antiaminic agents derived from thieno[2,3-c]-2-benzothiepin: 4-(1-Methyl-4-piperidylidene)-4,9-dihydrothieno[2,3-c]-2-benzothiepin and some related compounds". Collection of Czechoslovak Chemical Communications. 48 (2): 623–641. doi:10.1135/cccc19830623.