Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 2-Ethylbenzohydrazide | HCID 13133608 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 178435926 | HCID 178435926 | 72.7% |
Reaction Steps
A mixture of immino ether (85 mg, 0.474 mmoles) and 2-ethyl benzo-hydrazide (164 mg, 1 mmole) in acetonitrile (0.5 mL), was warmed under reflux. After 1 hour stirring, solvent was distilled and substituted by 2-ethoxyethanol (0.6 mL). The reaction mixture was refluxed for 3 hours, the solvent evaporated under vacuum and the residue, re-dissolved in CH2Cl2 (2 mL), was chromatographed on a silica gel column (10 g). As elution solvents, mixtures of CH2Cl2 and CH3COOC2H5 in varying proportion (99:1 to 95:5) were used. Fractions containing the desired product were collected, solvent evaporated to give 96,27 mg (72.6%) of compound (XIII). Of particular interest, was compound (XIV), which, can be synthesised according to the procedure hereafter reported in example 2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06323230B1 |
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| Source dataset | uspto-grants-2001_11 |
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| ORD ID | ord-b15d7ecfd8af41b291fc77d076d55eef |
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| Source note | uspto-grants-2001_11 |
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