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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280728Generated: October 27, 2026

Diphenyl Ether → Methyl-5-(2-chloro-4-cyano-6-fluoro-phenoxy)-2-nitro-benzoate

https://huagongshe.com/reaction/280728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenyl EtherHCID 7583—
ReactantPotassiumHCID 5462222—
ReactantMethyl 5-hydroxy-2-nitrobenzoateHCID 12922678—
Reactant3-Chloro-4,5-difluorobenzonitrileHCID 13643470—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductMethyl-5-(2-chloro-4-cyano-6-fluoro-phenoxy)-2-nitro-benzoateHCID 23035893—

Reaction Steps

The product 3-chloro-4,5-difluorobenzonitrile, prepared for example as set forth in Example 3, above, is a useful intermediate for the preparation of various end products especially for the preparation of diphenyl ether herbicides. Thus, for example, this compound may be further reacted with the potassium salt of methyl-5-hydroxy-2-nitrobenzoate in a solvent, such as N-methyl-2-pyrrolidone at a temperature of about 120° to 180° Celsius to form methyl-5-(2-chloro-4-cyano-6-fluoro-phenoxy)-2-nitro-benzoate. The ester may be hydrolyzed in a conventional manner to the corresponding carboxylic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04590315
Source datasetuspto-grants-1986_05
ORD IDord-9654b819cb6344e78c270f6b659d72c2
Source noteuspto-grants-1986_05