Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916513Generated: October 29, 2026

Water → 4-methoxy-N-(4-nitrophenyl)benzamide

https://huagongshe.com/reaction/916513

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
ReactantP-AnisidineHCID 7732—
Reactant4-Nitrobenzoyl chlorideHCID 8502—
Product4-methoxy-N-(4-nitrophenyl)benzamideHCID 346044—

Reaction Steps

p-Anisidine 1 (1.0 g, 8.1 mmol) was dissolved in anhydrous pyridine (15 ml), 4-nitrobenzoyl chloride 2 (1.5 g, 8.1 mmol) was added. The reaction mixture was allowed to stand at room temperature for 16 hrs. The reaction mixture was poured into water and the precipitate was collected with filtrate under vacuum pressure and washed with 5% sodium bicarbonate (2×10 ml). The product 3 was used in the next step without further purification. 1HNMR(300 MHz, DMSO-d6) δ: 10.46(s, 1H, NH), 8.37(d, J=5.5 Hz, 2H, H-3′,5′), 8.17(d, J=6.3 Hz, 2H, H-2′,6′), 7.48(d, J=6.6 Hz, 2H), 6.97(d, J=6.5 Hz, 2H), 3.75(s, 3H, MeO).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07270800B2
Source datasetuspto-grants-2007_09
ORD IDord-17f67625959142839ffdbc58323a78d6
Source noteuspto-grants-2007_09