Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413923Generated: November 4, 2026

Dimethylformamide → HCID 13787385, compound

https://huagongshe.com/reaction/2413923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-(Dimethylamino)benzoic acidHCID 12092—
Reactant7-Chloro-1,8-naphthyridin-2-amineHCID 85199—
SolventWaterHCID 962—
ProductHCID 13787385HCID 1378738531.6%

Reaction Conditions

Temperature20 °C

Reaction Steps

The procedure is analogous to that described in Example 1, but starting with 4-dimethylaminobenzoic acid (14.9 g), N,N'-carbonyldiimidazole (14.6 g) and 2-amino-7-chloro-1,8-naphthyridine (10.8 g). The crude product obtained by filtration of the reaction mixture (6.4 g; m.p. 248° C.) is dissolved in boiling dimethylformamide (95 cc). After cooling for 2 hours at 20° C., water (95 cc) is added. The crystallized solid is separated by filtration, washed with a dimethylformamide/water (50:50 by volume) mixture (2×10 cc), and dried at 45° C. under reduced pressure (0.07 kPa). N-(7-Chloro-1,8-naphthyridin-2-yl)-4-dimethylaminobenzamide (6.2 g), m.p. 248° C., is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04720500
Source datasetuspto-grants-1988_01
ORD IDord-05e41dc766aa4c1ebf92a60036bb1c4a
Source noteuspto-grants-1988_01