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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2118022Generated: October 31, 2026

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

https://huagongshe.com/reaction/2118022

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 numberUS07442795B2
Source datasetuspto-grants-2008_10
ORD IDord-3371acea472c4b36a3f2980164e510d6
Source noteuspto-grants-2008_10