Chemistry:Phthalide

From HandWiki

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.[1]

Phthalides

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

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[2] & Chlortalidone.[3]

Synthesis

Phthalide synthesis:[4]

Uses

Phthalide has known uses in the synthesis of hydralazine,[3][5] & pipethiadene.[6][7]

Phthalide is used in the synthesis of dibenzosuberone.

References

  1. J. H. Gardner; C. A. Naylor, Jr (1936). "Phthalide". Organic Syntheses 16: 71. doi:10.15227/orgsyn.016.0071. 
  2. Dictionary of drugs: chemical data, structures, and bibliographies (1st ed.). Chapman and Hall. 1990. ISBN 9780412273001. 
  3. 3.0 3.1 Synthesis of essential drugs (1st ed.). Elsevier. 2006. ISBN 9780444521668. 
  4. "PHTHALIDE". Organic Syntheses 16: 71. 1936. doi:10.15227/orgsyn.016.0071. http://orgsyn.org/demo.aspx?prep=CV2P0526. 
  5. "Hydrazinderivate der Phtalazin‐ und Pyridazinreihe". Helvetica Chimica Acta 34 (1): 195–210. January 1951. doi:10.1002/hlca.19510340122. https://onlinelibrary.wiley.com/doi/10.1002/hlca.19510340122. 
  6. "Pipethiadene Tartrate". Drugs of the Future 8 (4): 334. 1983. doi:10.1358/dof.1983.008.04.65210. ISSN 0377-8282. http://journals.prous.com/journals/servlet/xmlxsl/pk_journals.xml_summary_pr?p_JournalId=2&p_RefId=65210&p_IsPs=N. 
  7. "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. 1983. doi:10.1135/cccc19830623. http://cccc.uochb.cas.cz/48/2/0623/.