Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819379Generated: November 3, 2026

Dimethylformamide → HCID 53693012, compound

https://huagongshe.com/reaction/1819379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3-amino-2-chlorobenzoateHCID 15132848—
SolventWaterHCID 962—
ProductHCID 53693012HCID 5369301275%

Reaction Conditions

Temperature60 °C

Reaction Steps

2-Chloro-3-amino-benzoic acid methyl ester (1.20 g, 6.47 mmol) was placed in a round bottomed flask with DMF (5 mL), Potassium carbonate (1.97 g, 14.2 mmol) and methyl iodide (0.89 mL, 14.22 mmol) were added. A reflux condenser was fitted and the reaction was heated to 60° C. for 12 h. The reaction was cooled to rt, diluted with water (20 mL) and extracted with ethyl acetate (3×20 mL). The organics were dried (MgSO4), concentrated, then purified by column chromatography using hexanes/ethyl acetate (1:1) to afford 2-chloro-3-dimethylamino-benzoic acid methyl ester (1.04 g, 75%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601714B2
Source datasetuspto-grants-2009_10
ORD IDord-cfa8fe73ef764814ae4461a519813d40
Source noteuspto-grants-2009_10