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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1243568Generated: October 30, 2026

Water → Benzamide, 2-amino-5-chloro-N-methyl-

https://huagongshe.com/reaction/1243568

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethylamineHCID 6329—
ReactantEthyl AcetateHCID 8857—
Reactant5-Chloroisatoic anhydrideHCID 78480—
SolventTetrahydrofuranHCID 8028—
ProductBenzamide, 2-amino-5-chloro-N-methyl-HCID 20907286.6%

Reaction Steps

To a solution of 5-chloroisatoic anhydride (10.0 g, 51 mmol) in tetrahydrofuran (100 ml) at ambient temperature was added a 40% w/w aqueous solution of methylamine (19.80 g, 255 mmol) dropwise. The mixture was stirred at an ambient temperature for 1 hour. Ethyl acetate (100 ml) and water (100 ml) were added and the phases separated. The aqueous layer was back extracted with ethyl acetate (100 ml) and the combined organics were evaporated under reduced pressure to afford a white solid, which was recrystallised from toluene (60 ml) to afford the title compound as a white solid (8.15 g)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07119088B2
Source datasetuspto-grants-2006_10
ORD IDord-77837f925a274932af28837f4c3f4597
Source noteuspto-grants-2006_10