HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 5,10-Dimethyl-5,10-dihydrobenzo(a)phenazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | 1,2-Dimethoxyethane | HCID 8071 | — |
| Reactant | Benzo(A)Phenazine | HCID 136045 | — |
| Reactant | Potassium alloy, nonbase, K,Na | HCID 16211683 | — |
| Product | 5,10-Dimethyl-5,10-dihydrobenzo(a)phenazine | HCID 22055362 | — |
Reaction Steps
This phenazine was reduced with a 3:1 potassium/sodium metal alloy in dimethoxyethane, to the brick red alkali metal adduct. Alkylation occurred over 1 hour with addition of iodomethane. Residual K/Na alloy was quenched with addition of ethanol. The product was isolated with column chromatography and was recrystallized from ethylacetate/hexane. 2.0 grams of product was isolated for a 38% overall yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06037471 |
| Source dataset | uspto-grants-2000_03 |
| ORD ID | ord-92763d2a8cbd489e9ba6de65231fc4ed |
| Source note | uspto-grants-2000_03 |