Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 54401656 | HCID 54401656 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 54082021 | HCID 54082021 | 176% |
Reaction Steps
A mixture of 12-chloro-2-methoxy-benz[b]acridine (562 mg, 1.905 mmol), potassium cyanide (136 mg, 2.096 mmol) and copper(I) cyanide (86 mg, 0.953 mmol) in methanol (3.7 ml) was stirred at 170° C. in a sealed-tube for 4.5 hours. The resulting mixture was filtrated, and the solid was washed with chloroform/methanol (2:1, 10 ml). The combined filtrate was evaporated under reduced pressure to give a residue, which was flash-chromatographed on a silica column packed with chloroform and eluted with 1% methanol/chloroform to yield 12-cyano-2-methoxybenz[b]acridine (477 mg, 88%). Rf 0.6 (silica gel, 1% methanol/chloroform). MS (CI, CH4): m/z 285 (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-336623d11b5a4908ac4edc606e4fc5c3 |
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| Source note | uspto-grants-1995_03 |
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