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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916246Generated: October 30, 2026

Benzoic Acid → HCID 178518087, compound

https://huagongshe.com/reaction/916246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantPiperidineHCID 8082—
Reactant1,5-Naphthyridine-2-carbaldehydeHCID 11586336—
ReactantHCID 178516939HCID 178516939—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
ProductHCID 178518087HCID 17851808737.4%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a suspension of 2-(2-chloro-benzylamino)-thiazol-4-one (77.0 mg, 0.32 mmol), and 1,5-naphthyridine-6-carboxaldehyde (63.2 mg, 0.40 mmol) in toluene (1 mL) in a microwave tube were added benzoic acid (2.0 mg, 0.02 mmol) and piperidine (1.7 uM, 0.02 mmol). The reaction mixture was heated to 150° C. with microwave for 10 min. and then cooled to r.t. The solid was filtered off, washed with toluene to give a brown solid, which was dissolved in 1 mL hot DMF and diluted with water. The precipitates were collected and washed with water, acetone and ether, dried to give 2-(2-chloro-benzylamino)-5-[1,5] naphthyridin-2-ylmethylene-thiazol-4-one as a light brown solid (45.6 mg, 37.4%). HR-ES (+) m/e calcd. for C19H13ClN4OS: (M+H)+ 381.0572. Found: 381.0572.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268231B2
Source datasetuspto-grants-2007_09
ORD IDord-6123e585736d477ba7243cd0b65f11d2
Source noteuspto-grants-2007_09