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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 235805Generated: October 25, 2026

Ethanol → N-(7Chloro-1,8-naphthyridin-2-yl)-1,4-cyclohexadiene-1-carboxamide

https://huagongshe.com/reaction/235805

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
Reactant7-Chloro-1,8-naphthyridin-2-amineHCID 85199—
Reactant1,4-Cyclohexadiene-1-carboxylic acidHCID 297211—
SolventWaterHCID 962—
ProductN-(7Chloro-1,8-naphthyridin-2-yl)-1,4-cyclohexadiene-1-carboxamideHCID 2021754333%

Reaction Conditions

Temperature4 °C

Reaction Steps

The procedure is similar to that described in Example 1, but starting with 1,4-cyclohexadiene-1-carboxylic acid (6.2 g), N,N'-carbonyldiimidazole (8 g) and 2-amino-7-chloro-1,8-naphthyridine (8 g). The product produced by precipitation in water (11 g; m.p. 205° C.) is dissolved in boiling ethanol (250 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with ethanol (3×15 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7Chloro-1,8-naphthyridin-2-yl)-1,4-cyclohexadiene-1-carboxamide (4.2 g) is produced, m.p. 210° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04642308
Source datasetuspto-grants-1987_02
ORD IDord-67f63937ad5640b7979af9cf1aff7358
Source noteuspto-grants-1987_02