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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1029103Generated: November 2, 2026

2-Naphthalenesulfonyl chloride → HCID 58168377, compound

https://huagongshe.com/reaction/1029103

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Naphthalenesulfonyl chlorideHCID 7125—
Reactant1,4-DioxaneHCID 31275—
ReactantDiisopropylethylamineHCID 81531—
Reactant9-amino-5H-benzo[c][1,8]naphthyridin-6-oneHCID 58167951—
SolventMethanolHCID 887—
ProductHCID 58168377HCID 5816837717%

Reaction Conditions

Temperature60 °C

Reaction Steps

9-Amino-5H-benzo[c][1,8]naphthyridin-6-one (15 mg, 0.07 mmol), 2-napthylsulfonyl chloride (24 mg, 0.11 mmol), and N,N-diisopropylethylamine (0.04 mL, 0.21 mmol) were suspended in dioxane (2 mL), and stirred overnight at 60° C. The reaction mixture was diluted with MeOH, filtered, and purified via prep-LC-MS to provide 88 (5 mg, 17% yield) as a solid. LC-MS (M+H=402, obsd.=402). 1H NMR (400 MHz, d6-DMSO): δ 11.89 (s, 1H), 11.22 (s, 1H), 8.72 (d, 1H), 8.47 (d, 2H), 8.19 (d, 1H), 8.16 (dd, 1H), 8.12 (dd, 1H), 8.08 (dd, 1H), 7.99 (dd, 1H), 7.78 (dd, 1H), 7.65 (m, 2H), 7.42 (dd, 1H), 7.32 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735584B2
Source datasetuspto-grants-2014_05
ORD IDord-a17e8c82038b4f72aeff4decfd403ac9
Source noteuspto-grants-2014_05