Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10199113 | HCID 10199113 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86748552 | HCID 86748552 | 60% |
Reaction Steps
To a suspension of 95% sodium hydride (0.280 g, 0.011 mol) in DMF (100 ml) cooled with an ice-n-propanol bath is added over 15 min with stirring a solution of (Z)-3-[(7-azaindol-3-yl)methylen]-2-oxindole (2.61 g, 0.010 mol) in DMF (50 ml). When the evolution of hydrogen stopped, a solution of iodomethane (1.56 g, 0.011 mol) in DMF (50 ml) is added over 15 min and the mixture is stirred at r.t. for 3 h. Most of the DMF is distilled off in vacuo, water is then added to the residue and the product extracted into ethyl acetate. The organic solution containing the desired product is dried (Na2SO4), the solvent evaporated and the remaining oil is crystallized by trituration with ethanol. Thus pure title compound is obtained in 60% yield. C17H13N3O requires : C 74.19 H 4.73 N 15.27 found : C 74.05 H 4.55 N 15.05 MS m/z : 275.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05397787 |
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| Source dataset | uspto-grants-1995_03 |
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| ORD ID | ord-8f319331244a42abbb1d65d926fdf35d |
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| Source note | uspto-grants-1995_03 |
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