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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881797Generated: November 1, 2026

1,2-Dichloroethane → 2-Methoxy-4-methylbenzamide

https://huagongshe.com/reaction/1881797

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAmmoniaHCID 222—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant2-Methoxy-4-methylbenzoic acidHCID 597164—
SolventDichloromethaneHCID 6344—
Product2-Methoxy-4-methylbenzamideHCID 2194739783%

Reaction Steps

To a mixture of 2-methoxy-4-methylbenzoic acid (20 g, 120.4 mmol), EDC (23.1 g, 120.4 mmol) and HOBt (16.3 g, 120.4 mmol) in dichloromethane (1 L) was added NH3 (7N in MeOH, 52 mL, 3 eq) dropwise. The reaction mixture was stirred at room temperature overnight then washed successively with HCl (1N), saturated aq.NaHCO3, water and brine, dried over MgSO4, filtered and evaporated. The residue was recrystallized from ethyl acetate/hexane to give 16.5 gr of 2-methoxy-4-methylbenzamide (83% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318947B2
Source datasetuspto-grants-2012_11
ORD IDord-7d2db9da0c834cbe9b82bd3db5a9e4e5
Source noteuspto-grants-2012_11