Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 363493Generated: October 25, 2026

Toluene → 4-Amino-3-chloro-5-methoxyiminomethylbenzoyl chloride

https://huagongshe.com/reaction/363493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Amino-3-chloro-5-methoxyiminomethylbenzoic acidHCID 54099134—
SolventDimethylformamideHCID 6228—
Product4-Amino-3-chloro-5-methoxyiminomethylbenzoyl chlorideHCID 54454051—

Reaction Conditions

Temperature70 °C

Reaction Steps

In a 5-liter three-necked round-bottomed flask was placed 180 g of the previously prepared 4-amino-3-chloro-5-methoxyiminomethylbenzoic acid, 2 l of toluene, 3 mL of dimethylformamide and 104 g (64 mL) of thionyl chloride. The resulting mixture was heated at 70° C. for 2 hours, filtered while hot and the solvent removed using a rotary evaporator yielding 178.1 g of the expected 4-amino-3-chloro-5-methoxyiminomethylbenzoyl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05874466
Source datasetuspto-grants-1999_02
ORD IDord-093d5ecf5a8647b684fe6f3e10bff9f9
Source noteuspto-grants-1999_02