HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 54329643, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 53824737 | HCID 53824737 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 54329643 | HCID 54329643 | 72% |
Reaction Steps
To a mixture of methyl [(9-amino-1,2,3,4-tetrahydroacridin-1-yl)thio]acetate (5.06 g) in tetrahydrofuran (100 ml) was added potassium t-butoxide (2.3 g). The mixture was stirred for 30 mins and methyl iodide (1.6 ml) was added. Stirring was continued for 2 hrs, and the reaction mixture was poured into water. The aqueous phase was extracted three times with ethyl acetate. The combined organic extracts were purified by flash chromatography (ethyl acetate/dichloromethane) to give 3.42 g (72%) of the 1,3,4a,5,6,7-hexahydro-1-methyl-2H-quino-[4,3,2-ef][1,4]benzthiazepin-2-one, mp 241°-245° C. (dec.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04994452 |
| Source dataset | uspto-grants-1991_02 |
| ORD ID | ord-b2402023a0a141e083e8402d046c7fdf |
| Source note | uspto-grants-1991_02 |