Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10131121 | HCID 10131121 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19750820 | HCID 19750820 | 96.1% |
Reaction Steps
To 25 ml of N,N-dimethylformamide is added 0.6 g of 60% sodium hydride under argon, followed by the rapid dropwise addition of a solution of 2.5 g of 6-(methylsulfonyl)-benz[cd]indol-2(1H)-one (Example 3) dissolved in 50 ml of N,N-dimethylformamide. The mixture is stirred for 20 minutes then heated at 50° C. for minutes followed by cooling to room temperature. While stirring, a solution of 2.14 g of methyl iodide in 25 ml of N,N-dimethylformamide is added dropwise. The stirring is continued at room temperature for 2 hours. The reaction mixture is poured over 200 ml of crushed ice and the resulting solid collected, washed with water and dried to afford 2.54 g of the desired product, m.p. 216°-218° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05229411 |
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| Source dataset | uspto-grants-1993_07 |
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| ORD ID | ord-b7edcc63b5d949328b98e84d8a77985a |
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| Source note | uspto-grants-1993_07 |
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