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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934720Generated: November 1, 2026

2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro- → 2-Amino-N-[(2-chlorophenyl)methyl]-5-nitrobenzamide

https://huagongshe.com/reaction/1934720

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2H-3,1-Benzoxazine-2,4(1H)-dione, 6-nitro-HCID 20821—
Reactant2-ChlorobenzylamineHCID 66648—
SolventDimethylformamideHCID 6228—
Product2-Amino-N-[(2-chlorophenyl)methyl]-5-nitrobenzamideHCID 2246759690.1%

Reaction Steps

To a suspension of 5-nitroisatoic anhydride (300 mg) in dimethylformamide (4 mL) was added 2-chlorobenzylamine (245 mg), and the mixture was stirred for 15 hours at ambient temperature. The mixture was partitioned between ethyl acetate and water. The separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was triturated with diisopropyl ether to give 2-amino-N-(2-chlorobenzyl)-5-nitrobenzamide as yellow powders (397 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384080B1
Source datasetuspto-grants-2002_05
ORD IDord-ec6bb8be21c24d209b264abd9238775d
Source noteuspto-grants-2002_05