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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 916249Generated: October 29, 2026

Benzoic Acid → HCID 178518103, compound

https://huagongshe.com/reaction/916249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantPiperidineHCID 8082—
Reactant1,5-Naphthyridine-2-carbaldehydeHCID 11586336—
ReactantHCID 178516942HCID 178516942—
SolventTolueneHCID 1140—
ProductHCID 178518103HCID 17851810334.9%

Reaction Conditions

Temperature120 °C

Reaction Steps

To a suspension of 2-[(thiophen-2-ylmethyl)-amino]-thiazol-4-one (34.0 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 120° C. with microwave for 5 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 5-[1,5]naphthyridin-2-ylmethylene-2-[(thiophen-2-ylmethyl)-amino]-thiazol-4-one as a light brown solid (19.7 mg, 34.9%). HR-ES (+) m/e calcd. for C17H12N4OS2: (M+H)+ 353.0526. Found: 353.0526.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07268231B2
Source datasetuspto-grants-2007_09
ORD IDord-9331586058ec4218bcd06bb04da52e8a
Source noteuspto-grants-2007_09