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ChemicalBook CAS DataBase List Carboxin
5234-68-4

Carboxin synthesis

12synthesis methods
Carboxin is synthesised through a multi-step chemical process that begins with ethyl 2-chloroacetoacetate reacting with 2-mercaptoethanol in the presence of a base. This forms a key intermediate that undergoes cyclization and dehydration under acidic conditions to yield the 1,4-oxathiine heterocycle. The resulting ethyl ester is then converted into a carboxylic acid, which is subsequently transformed into an acid chloride. This intermediate is reacted with aniline under standard amidation conditions to produce carboxin in high yield.
-

Yield:-

Steps:

Multi-step reaction with 2 steps
1: 0.4968 g / 35percent aq. H2O2, acetic acid / 1 h / 15 - 20 °C
2: 1.) p-toluenesulfonic acid (PTSA), 2.) PTSA / 1.) C6H6, DMF, 50 deg C, 24 h, 2.) C6H6, reflux, 2.5 h

References:

Wha Suk Lee;Hoh Gyu Hahn. Kee Dal Nam [Journal of Organic Chemistry,1986,vol. 51,# 14,p. 2789 - 2795]

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