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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490974Generated: October 26, 2026

Water → 2-Amino-5-Chloro-N,3-Dimethylbenzamide

https://huagongshe.com/reaction/490974

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
ReactantMethyl 2-amino-5-chloro-3-methylbenzenecarboxylateHCID 12744623—
SolventEthylene GlycolHCID 174—
SolventAcetonitrileHCID 6342—
Product2-Amino-5-Chloro-N,3-DimethylbenzamideHCID 2506825185.5%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a suspension of methyl 2-amino-5-chloro-3-methylbenzoate (i.e. the product of Example 2) (4.03 g, 20.2 mmol) in acetonitrile (12.4 g) was added a solution of methylamine (3.1 g, 0.10 mol) in ethylene glycol (12.4 g). The mixture was heated at 60° C. for 23 h, and then cooled to room temperature. Water (25 mL) was added dropwise, and the resulting slurry was cooled to 5° C. and stirred for 10 minutes at this temperature. The mixture was filtered, and the solids were washed with water (3×10 mL), and dried under nitrogen to afford the title compound as white needles, 3.43 g (85.5% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07528260B2
Source datasetuspto-grants-2009_05
ORD IDord-ca9a841fc1b94c14a6523cd1297a8bb9
Source noteuspto-grants-2009_05