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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235846Generated: October 26, 2026

Acetonitrile → N-(7-Chloro-1,8-naphthyridin-2-yl)-3-dimethylaminobenzamide

https://huagongshe.com/reaction/235846

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
Reactant3-(Dimethylamino)benzoic acidHCID 66837—
Reactant7-Chloro-1,8-naphthyridin-2-amineHCID 85199—
SolventWaterHCID 962—
ProductN-(7-Chloro-1,8-naphthyridin-2-yl)-3-dimethylaminobenzamideHCID 2021750663.1%

Reaction Conditions

Temperature4 °C

Reaction Steps

The procedure is similar to that described in Example 1, but starting with 3-dimethylaminobenzoic acid (6.6 g), N,N'-carbonyldiimidazole (6.5 g) and 2-amino-7-chloro-1,8-naphthyridine (5.4 g). The product produced by precipitation in water (9 g; m.p. 212° C.) is dissolved in boiling acetonitrile (400 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (3×20 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-Chloro-1,8-naphthyridin-2-yl)-3-dimethylaminobenzamide (6.2 g) is produced, m.p. 215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642308
Source datasetuspto-grants-1987_02
ORD IDord-7e60164d16154487bf86938c319458e4
Source noteuspto-grants-1987_02