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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 566599Generated: October 30, 2026

Diphosgene → 2-Chloro-4-fluoro-5-isocyanatobenzaldehyde (O-methyl)oxime

https://huagongshe.com/reaction/566599

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
Reactant5-amino-2-chloro-4-fluorobenzaldehyde (O-methyl)oximeHCID 54122962—
SolventTolueneHCID 1140—
Product2-Chloro-4-fluoro-5-isocyanatobenzaldehyde (O-methyl)oximeHCID 54204993—

Reaction Conditions

Temperature110 °C

Reaction Steps

411.3 g of diphosgene (2.08 mol) were added dropwise to a solution of 383 g (1.89 mol) of 5-amino-2-chloro-4-fluorobenzaldehyde (O-methyl)oxime in 2 l of toluene. The temperature was then slowly raised to 110° C. in the course of approximately 6 hours so that the evolution of gas proceeded in a controlled manner. The mixture was subsequently refluxed for a further 5 hours. The reaction mixture was then left to cool and finally concentrated. Yield: 432 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06175007B1
Source datasetuspto-grants-2001_01
ORD IDord-f934ea9d64f84ec2b287d6243b4afd8c
Source noteuspto-grants-2001_01