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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 26951Generated: October 27, 2026

Methyl iodide → Metribuzin

https://huagongshe.com/reaction/26951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantHCID 178441961HCID 178441961—
SolventMethanolHCID 887—
SolventSodium HydroxideHCID 14798—
ProductMetribuzinHCID 3047982%

Reaction Conditions

Temperature20 °C

Reaction Steps

4 parts by weight of 3-mercapto-4-amino-6-tert.-butyl-1,2,4-triazin-5-(4H)-one are dissolved in a mixture of 11 parts by weight of 2 normal sodium hydroxide solution and 4 parts by weight of methanol and the solution is treated at 0° C. with 3.2 parts by weight of methyl iodide. The reaction mixture is then stirred at 20° C. for a further 4 hours. The reaction product crystallizes out, is filtered off, dried and recrystallized from benzene. 3.52 parts by weight of 3-methylthio-4-amino-6-tert.-butyl-1,2,4-triazin-5(4H)-one (XV) of melting point 126°-127° are obtained. Yield: 82% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04151355
Source datasetuspto-grants-1979_04
ORD IDord-895559a8b91f4e94b2870734f5b36b91
Source noteuspto-grants-1979_04