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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308585Generated: October 25, 2026

Lawesson's reagent → 5-[2'-Chloro-4'-(trifluoromethyl)phenoxy]-2-nitrothiobenzamide

https://huagongshe.com/reaction/2308585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
Reactant5-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrobenzamideHCID 15335019—
SolventTolueneHCID 1140—
Product5-[2'-Chloro-4'-(trifluoromethyl)phenoxy]-2-nitrothiobenzamideHCID 20187203128.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 5-[2'-chloro-4'-(trifluoromethyl)phenoxy]-2-nitrobenzamide (54.1 g; 0.15 mol) and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulphide (LAWESSON's reagent) (28 g; 0.075 mol) in toluene (250 cc) is prepared. It is heated to 100° C., with stirring, and the heating is continued for 1 hour at this temperature. The toluene is removed by evaporation and the residue is purified by chromatography. This gives a yellow solid of 5-[2'-chloro-4'-(trifluoromethyl)phenoxy]-2-nitrothiobenzamide (36.4 g; yield 65%) melting at 152° C. and having the formula: ##STR21##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04690708
Source datasetuspto-grants-1987_09
ORD IDord-40ec2422ccb2469288e4c169f5b396c0
Source noteuspto-grants-1987_09