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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235816Generated: November 2, 2026

4-Methoxybenzoic Acid → N-(1,8-naphthyridin-2-yl)-4-methoxybenzamide

https://huagongshe.com/reaction/235816

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Methoxybenzoic AcidHCID 7478—
Reactant2-Amino-1,8-naphthyridineHCID 4173048—
SolventWaterHCID 962—
ProductN-(1,8-naphthyridin-2-yl)-4-methoxybenzamideHCID 1357942082.6%

Reaction Conditions

Temperature4 °C

Reaction Steps

The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (4.55 g), N,N'-carbonyldiimidazole (6.55 g) and 2-amino-1,8-naphthyridine (5.2 g). The product produced by precipitation in water (8.35 g; m.p. 85° C., viscous) is filtered and then dissolved in boiling 1-propanol (50 cc). After 1 hour's cooling at 4° C., the crystallised solid is separated by filtration, washed with 1-propanol (2×5 cc) and dried at 35° C. under reduced pressure (0.067 kPa). N-(1,8-naphthyridin-2-yl)-4-methoxybenzamide (6.9 g) is produced, m.p. 150° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642308
Source datasetuspto-grants-1987_02
ORD IDord-3e4fb58d82824e4a934aeb3b6794f0ff
Source noteuspto-grants-1987_02