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ChemicalBook CAS DataBase List Penconazole
66246-88-6

Penconazole synthesis

1synthesis methods
Penconazole is synthesised through a multi-step chemical process starting with 2-(2,4-dichlorophenyl)pentanol. In one method, the compound is first brominated to form a reactive bromide intermediate. The bromide then undergoes a condensation reaction with 1,2,4-triazole under alkaline conditions, typically using sodium hydroxide, to form the penconazole molecule. An alternative synthesis involves esterifying the starting alcohol with concentrated sulphuric acid and using 4-methyl-2-pentanone as a water-carrying agent, followed by reaction with triazole. The final product is purified through washing, phase separation, and crystallisation, yielding high-purity penconazole.
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Yield:-

Reaction Conditions:

in formamide

Steps:

15 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole
EXAMPLE 15 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole 6.2 g of the 1-[2-(2,4-dichlorophenyl)-pentyl-1,2-diformylhydrazine obtained according to Example 14 are heated, without purification, in 50 ml of formamide at 170° C. for 6 hours. Chromatography of the product obtained yields 1-[2-(2,4-dichlorophenyl)-pentyl]-1H-1,2,4-triazole, the 1 H-NMR spectrum of which agrees with the 1 H-NMR spectrum of the same compound described in Example 12.

References:

Ciba Geigy Corporation US4556717, 1985, A

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