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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 722410Generated: October 23, 2026

Hydrochloric Acid → N-[4-(2-carbamoyl-ethylamino)-3-nitro-phenyl]-N-methyl-benzamide

https://huagongshe.com/en/reaction/722410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzamide, N-(4-fluoro-3-nitrophenyl)-N-methyl-HCID 11460004—
Reactant3-Aminopropanamide hydrochlorideHCID 22222288—
SolventAcetonitrileHCID 6342—
ProductN-[4-(2-carbamoyl-ethylamino)-3-nitro-phenyl]-N-methyl-benzamideHCID 21884188—

Reaction Conditions

Temperature80 °C

Reaction Steps

N-(4-fluoro-3-nitro-phenyl)-N-methyl-benzamide (1.47 g, 5.37 mmol) was taken up in dry acetonitrile under argon, DIEA (2.08 g, 16.11 mmol, 2.80 ml) and β-alanine amide hydrochloride (1.00 g, 8.06 mmol) were added. The reaction mixture was heated to 80° C. for 48 h. The reaction was poured into 1N HCl and the aqueous layer was extracted 3× with ethyl acetate. The combined organic layers were washed with water, brine and dried over magnesium sulfate. The solution was filtered and the solvent removed under reduced pressure. The residue was triturated twice with cold hexane and dried to give N-[4-(2-carbamoyl-ethylamino)-3-nitro-phenyl]-N-methyl-benzamide. (1.75 g, 95%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07138420B2
Source datasetuspto-grants-2006_11
ORD IDord-e834417c845e47c1acbbc78398a6df70
Source noteuspto-grants-2006_11