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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161803Generated: October 29, 2026

Methanol → Methyl 4-(4-bromo-2-chlorophenylamino)-5,6-dichloronicotinate

https://huagongshe.com/reaction/1161803

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTrimethylsilyldiazomethaneHCID 167693—
Reactant4-(4-Bromo-2-chlorophenylamino)-5,6-dichloronicotinic acidHCID 11661217—
SolventTolueneHCID 1140—
ProductMethyl 4-(4-bromo-2-chlorophenylamino)-5,6-dichloronicotinateHCID 1160394366%

Reaction Steps

To a suspension of 4-(4-bromo-2-chlorophenylamino)-5,6-dichloronicotinic acid (4.3975 g, 11.2 mmol) in a mixture 70 ml MeOH and 70 ml toluene was added TMS-diazomethane (10 ml, 20 mmol, 2M/hexanes) in small portions at room temperature. At the end of the addition the suspension turned into a solution, and then a precipitate was formed again. The suspension was diluted with hexanes and filtered. And the precipitate was washed with hexanes and dried in vacuo to obtain the title compound 3.03 g (66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820664B2
Source datasetuspto-grants-2010_10
ORD IDord-fb0eacbda3ac4ab98b3c1ec2a20d7460
Source noteuspto-grants-2010_10