ChemicalBook CAS DataBase List Fludioxonil

Fludioxonil synthesis

6synthesis methods

Product Name:Fludioxonil
CAS Number:131341-86-1
Molecular formula:C12H6F2N2O2
Molecular Weight:248.18

2,2-Difluorobenzodioxole-4-carboxaldehyde

119895-68-0
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$11.00/250mg

105-34-0
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$5.00/25g

131341-86-1
247 suppliers
$39.00/50mg

Yield:131341-86-1 91.2%

Reaction Conditions:

Stage #1: 2,2-difluoro-1,3-benzodioxol-4-yl-carbaldehyde;methyl 2-cyanoacetatewith triethylamine in methanol at 20; pH=9.5; for 7 h;
Stage #2: with [(p-methylphenyl)sulfonylmethyl]isonitrile;potassium hydroxide in methanol at 0 - 10; for 3 h;pH-value;Reagent/catalyst;Temperature;

Steps:

1-10; 1-2 Example 1

5g of 2,2-difluoro-2H-1,3-benzodioxole-4-carbaldehyde (purity of 99% by weight, prepared according to the method in Example 2 of US5194628, the same below), catalytic amount of triethylamine and 23g Methanol is placed in the reaction flask, the pH is about 9.5, 2.66g methyl cyanoacetate (purity 99% by weight) is added dropwise for 1 hour at room temperature, after the addition is complete, the reaction is stirred at room temperature for 6 hours, sampling is controlled and the reaction is After completion, the normalized content of the main product is 98%, the temperature is reduced to 0-5°C, 5.3g of TosMIC (purity 98% by weight) is added, and the temperature is maintained at 0-10°C, and 2.1eq. 21% by weight potassium hydroxide methanol solution ( 15.2g). After 1 hour of dripping, the addition of drops was completed, the reaction was kept for 2 hours, the sampling was controlled, the reaction was completed, 5% by weight dilute hydrochloric acid was added to adjust the pH to 8.5, water was added for filtration, and the filter cake was dried to obtain 6.2g of fludioxonil. The purity is 99.24% by weight, the normalized content is 99.68%, and all organic impurities are less than 0.1%. The total yield of the two steps is 91.2%.

References:

CN111285854,2020,A Location in patent:Paragraph 0060-0084

36635-61-7 Synthesis