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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2413928Generated: November 3, 2026

Phenyl isocyanate → HCID 13787392, compound

https://huagongshe.com/reaction/2413928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl isocyanateHCID 7672—
Reactant7-Chloro-1,8-naphthyridin-2-amineHCID 85199—
SolventTetrahydrofuranHCID 8028—
ProductHCID 13787392HCID 1378739233.9%

Reaction Conditions

Temperature60 °C

Reaction Steps

Phenyl isocyanate (15.5 g) is added to a solution of 2-amino-7-chloro-1,8-naphthyridine (17.9 g) in anhydrous tetrahydrofuran (600 cc) and the mixture is heated for 15 hours at approximately 60° C. After cooling the mixture, the crystallized solid is separated by filtration, washed with ethyl ether (3×50 cc) and air-dried. A crude product (25.2 g), m.p. 270° C., is obtained. This product (15 g) is purified under the following conditions: the product is dissolved in a mixture of dimethylformamide (200 cc) and acetonitrile (125 cc). After cooling for 5 hours at 20° C., the crystallized solid is separated by filtration, washed with acetonitrile (3×50 cc) and dried at 40° C. under reduced pressure (0.07 kPa). N-(7-Chloro-1,8-naphthyridin-2-yl)-N'-phenylurea (10.1 g), m.p. 276° C., is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04720500
Source datasetuspto-grants-1988_01
ORD IDord-786b92ce5d944ac6b12fbd3ae0dcee9b
Source noteuspto-grants-1988_01