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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368312Generated: October 30, 2026

2-Thiophenecarboxaldehyde, 5-chloro- → HCID 53858021, compound

https://huagongshe.com/reaction/368312

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Thiophenecarboxaldehyde, 5-chloro-HCID 81700—
Reactant6-(2-Imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-oneHCID 15486912—
SolventEthanolHCID 702—
SolventPotassium HydroxideHCID 14797—
ProductHCID 53858021HCID 5385802177.7%

Reaction Steps

According to the method of Example 4, 6-(2-imidazole-1-yl-ethoxy)-3,4-dihydro-2H-naphthalen-1-one (0.25 g, 0.98 mmol) was reacted with 5-chlorothiophene-2-carboxaldehyde (0.215 g, 1.47 mmol) in 5 mL of 4% KOH in EtOH to afford 0.293 g (77%) of the title compound as a coarse cream solid, mp 143-144° C.: APCI-MS m/e 385.5 (M+ +1); 1H-NMR (CDCl3): δ 8.03 (1H, d, J=8.5 Hz), 7.81 (1H, s), 7.65 (1H, s), 7.10 (1H, d, J=3.9 Hz), 7.06 (1H, s), 7.02 (1H, s), 6.91 (1H, d, J=3.9 Hz), 6.80 (1H, dd, J=8.5 Hz, J=2.5 Hz), 6.66 (1H, d, J=2.5 Hz), 4.36 (2H, m), 4.26 (2H, m), 3.05 (2H, m), 2.93 (2H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133303
Source datasetuspto-grants-2000_10
ORD IDord-a77ea83ad4054504a92f039a696ed178
Source noteuspto-grants-2000_10