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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506800Generated: October 31, 2026

Hydrochloric Acid → HCID 90134687, compound

https://huagongshe.com/reaction/1506800

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant3-ChloroanilineHCID 7932—
Reactant3,6-DibromopyridazineHCID 248852—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 90134687HCID 9013468725.1%

Reaction Steps

3,6-Dibromopyridazine (1 g, 4.20 mmol) was added to a solution of 3-chloroaniline (0.536 g, 4.20 mmol) in 1,4-dioxane (10 mL) followed by 4M HCl in 1,4-dioxane (6 mL, 24 mmol). The mixture was refluxed for 3 h. The slurry obtained was filtered, and the crude product was purified by preparative HPLC to afford the title compound 21D (0.3 g, 23%) as a solid. 1H NMR (300 MHz, DMSO-d6): δ 9.67 (s, 1H), 8.09 (t, J=1.8 Hz, 1H), 7.7 (d, J=9.0 Hz, 1H), 7.5 (dd, J1=9.0 Hz, J2=0.9 Hz, 1H), 7.35 (t, J=8.1 Hz, 1H), 7.12 (d, J=9.6 Hz, 1H), 7.05 (dd, J1=8.1 Hz, J2=0.9 Hz, 1H). ESI-MS m/z: 284 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221766B2
Source datasetuspto-grants-2015_12
ORD IDord-4cfcc3ed83a0419d9dc40c607883da5b
Source noteuspto-grants-2015_12