Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | HCID 10413658 | HCID 10413658 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Solvent | Anisole | HCID 7519 | — |
| Product | HCID 11777289 | HCID 11777289 | 33.2% |
Reaction Steps
A mixture of 2-amino-6-[2-(5-methyl-1-tritylimidazol-4-yl)ethyl]benzothiazole (1.4 g) in anisole (1.4 ml) and trifluoroacetic acid (6.0 ml) was stirred for 5 hours at ambient temperature. To the reaction mixture was added a diethyl ether, and precipitate was collected by filtration. To the precipitate was added a mixture of tetrahydrofuran, ethyl acetate and water and the mixture was adjusted to pH 9 with potassium carbonate. The separated organic layer was washed with brine and dried over magnesium sulfate. Evaporation of a solvent gave a residue, which was purified by a column chromatography on alumina eluting with a mixture of chloroform and methanol (9:1, V/V). The eluted fractions containing the desired product were collected and evaporated in vacuo to give 2-amino-6-[2-(5-methylimidazol-4-yl)ethyl]benzothiazole (0.24 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05047411 |
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| Source dataset | uspto-grants-1991_09 |
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| ORD ID | ord-826f0544325d419dbaed13d17ceab702 |
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| Source note | uspto-grants-1991_09 |
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