ChemicalBook CAS DataBase List Metribuzin

Metribuzin synthesis

7synthesis methods

Product Name:Metribuzin
CAS Number:21087-64-9
Molecular formula:C8H14N4OS
Molecular Weight:214.29

Commercial production of metribuzin begins with the preparation of the triazine ring, typically starting from precursors like cyanoguanidine and tert-butyl isocyanate. These undergo cyclisation to form the core triazine structure. The amino group is introduced via nitration followed by reduction, and the methylthio group is added through substitution using methyl mercaptan. The process involves careful control of temperature, pH, and solvent conditions, often using sulphuric acid and methanol, to ensure high yield and purity.

Hydrazinecarbohydrazonothioic acid, methyl ester

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815-17-8 Synthesis

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Yield:21087-64-9 95.3%

Reaction Conditions:

with sodium acetate in water at 95 - 100; for 3 h;Reagent/catalyst;Solvent;Temperature;

Steps:

2-6 Example 4 Synthesis of metribuzin

140 g of methylthiocarbazone and 18 g of anhydrous sodium acetate in Example 1 were added to a four-necked bottle.Add 150g of water,Heating up to 95 ° C,130 g of 3,3-dimethylbutyric acid dione was added in three batches.After the addition, the temperature was kept at 95-100 ° C for 3 h.Sampling analysis ends the reaction.Cool down to 30-35 ° C,After filtration, it is dried to obtain a purity of 97% or more of oxazinone 204g.The yield was 95.3%

References:

CN109206379,2019,A Location in patent:Paragraph 0036-0045