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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919689Generated: November 1, 2026

Sodium Chloride → HCID 57500699, compound

https://huagongshe.com/reaction/1919689

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 57402606HCID 57402606—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 57500699HCID 5750069953.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carboxamide (12 mg, 0.034 mmol) was suspended in dichloroethane (0.2 ml). Sodium chloride (70 mg) was added followed by Phosphorus oxychloride (20 ul). The mixture was stirred at 80° C. for 1.5 hours. An extra amount of Phosphorus oxychloride (50 ul) was added and the mixture was heated at 80° C. for 8 hours. The volatiles were removed in vacuo. Water was added and the solid was filtered. The material was purified by preparative TLC on silica gel (5% MeOH in CH2Cl2) to provide 6 mg of 5-(3-chlorophenylamino)benzo[c][2,6]naphthyridine-7-carbonitrile. LCMS (ES): >95% pure, m/z 331 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168651B2
Source datasetuspto-grants-2012_05
ORD IDord-dd92cf7ca5574858b52b7c42ddd6ca1e
Source noteuspto-grants-2012_05