Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 12-Chlorobenz[b]acridine | HCID 14769813 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 54088817 | HCID 54088817 | 136.7% |
Reaction Steps
A mixture of 12-chloro-benz[b]acridine (2.3 g, 8.68 mmol), potassium cyanide (620 mg, 9.55 mmol) and copper(I) cyanide (391 mg, 4.43 mmol) in anhydrous methanol (16 ml) was bubbled with nitrogen for 1 minute and then kept in a sealed tube. The mixture was heated at 160° C. with stirring for 4.5 hours and cooled. The red-brown mixture was evaporated and the residue was flash-chromatographed (W.C. still et al: J. Org. Chem., 43, 2923, (1978)) on a silica column (Baker silica gel, Cat# 7024-1) packed with hexane and eluted with 10% ethyl acetate-hexane, yielding red 12-cyano-benz[b]acridine (1.54 g, 70%). Rf 0.7 (silica gel, hexane/ethyl acetate 2:1). MS (FAB, Thioglycerol Matrix): m/z 255 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05395752 |
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| Source dataset | uspto-grants-1995_03 |
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| ORD ID | ord-c4ec26861dae424a8bf8654b0bd57d78 |
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| Source note | uspto-grants-1995_03 |
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