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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916253Generated: October 29, 2026

Benzoic Acid → HCID 178518097, compound

https://huagongshe.com/reaction/916253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantPiperidineHCID 8082—
Reactant1,5-Naphthyridine-2-carbaldehydeHCID 11586336—
ReactantHCID 178516940HCID 178516940—
SolventTolueneHCID 1140—
ProductHCID 178518097HCID 17851809747.8%

Reaction Conditions

Temperature130 °C

Reaction Steps

To a suspension of 2-(2-chloro-4-fluoro-benzylamino)-thiazol-4-one (41.4 mg, 0.16 mmol), and 1,5-naphthyridine-6-carboxaldehyde (31.6 mg, 0.2 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 130° C. with microwave for 15 min., then cooled to r.t. and diluted with toluene. The solid was collected by filtration and washed with toluene, MeOH and ether to give 2-(2-chloro-4-fluoro-benzylamino)-5-[1,5]naphthyridin-2-ylmethylene-thiazol-4-one as a brown solid (30.5 mg, 47.8%). HR-ES (+) m/e calcd. for C19H12FClN4OS: (M+H)+ 399.0477. Found: 399.0476.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268231B2
Source datasetuspto-grants-2007_09
ORD IDord-213d4c1757174e7ba1ed9fde1e15a714
Source noteuspto-grants-2007_09