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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 44475Generated: October 25, 2026

Acetic Acid → N-(4-bromo-2-methoxy-6-nitrophenyl)acetamide

https://huagongshe.com/reaction/44475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSulfuric AcidHCID 1118—
Reactant4-Bromo-2-methoxy-6-nitroanilineHCID 50879056—
SolventAcetic AnhydrideHCID 7918—
ProductN-(4-bromo-2-methoxy-6-nitrophenyl)acetamideHCID 5349114575%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4-bromo-2-methoxy-6-nitrobenzenamine (27.85 g) in HOAc (150 mL) and Ac2O (17 mL) was added conc. H2SO4 at 70° C. and the mixture was stirred at 70° C. for 30 min and kept at rt overnight. The formed precipitate was collected by filtration and washed with hexane to afford the desired product as a light yellow solid (24.45 g, 75%). 1H NMR (300 MHz, DMSO-d6) δ ppm 2.01 (s, 3H), 3.92 (s, 3H), 7.61 (d, 1H, J=1.8 Hz), 7.65 (d, 1H, J=1.8 Hz), 9.91 (s, 1H); LC-MS: m/e=289 [M+1]+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541411B2
Source datasetuspto-grants-2013_09
ORD IDord-05be219954e84e998756ab0b54497e7c
Source noteuspto-grants-2013_09