HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-(4-Aminophenylthio)-2-methylimidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Aminothiophenol | HCID 14510 | — |
| Reactant | 5-Chloro-2-methylimidazo[1,2-A]pyridine | HCID 13911905 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-Aminophenylthio)-2-methylimidazo[1,2-a]pyridine | HCID 22938801 | 67.9% |
Reaction Steps
A solution of 5-chloro-2-methylimidazo[1,2-a]pyridine (1.0 g) and 4-aminothiophenol (3.25 g) and triethylamine (1.7 ml) in DMF (10 ml) was stirred for 3 days at 90° C. To the reaction solution was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over magnesium sulfate and concentrated under reduced pressure. The obtained residue was separated and purified by column chromatography (ethyl acetate:hexane 2:1→ethyl acetate→ethanol:ethyl acetate 1:9), to give 5-(4-aminophenylthio)-2-methylimidazo[1,2-a]pyridine (1.04 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07262185B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-089064e8cbc84db499fee957253a0c33 |
| Source note | uspto-grants-2007_08 |