Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 57402606 | HCID 57402606 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | HCID 57500699 | HCID 57500699 | 53.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08168651B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-dd92cf7ca5574858b52b7c42ddd6ca1e |
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| Source note | uspto-grants-2012_05 |
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