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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1608777Generated: November 3, 2026

Methyl iodide → HCID 86748552, compound

https://huagongshe.com/reaction/1608777

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 10199113HCID 10199113—
ReactantHCID 178418361HCID 178418361—
SolventDimethylformamideHCID 6228—
ProductHCID 86748552HCID 8674855260%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05397787
Source datasetuspto-grants-1995_03
ORD IDord-8f319331244a42abbb1d65d926fdf35d
Source noteuspto-grants-1995_03