HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-[2-(Acetylamino)ethylthio]imidazo[1,2-a]pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-[2-(Amino)ethylthio]imidazo[1,2-a]pyridine dihydrochloride | HCID 23362833 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-[2-(Acetylamino)ethylthio]imidazo[1,2-a]pyridine | HCID 23362882 | 66.8% |
Reaction Steps
To a solution of 5-[2-(amino)ethylthio]imidazo[1,2-a]pyridine dihydrochloride (2.66 g, 10 mmoles) and triethylamine (4.32 ml, 31 mmoles) in N,N-dimethylformamide (24 ml) was added acetyl chloride (0.71 ml, 10 mmoles) under ice-cooling with stirring and the mixture was stirred at room temperature for 4 hours. The reaction mixture was poured into water and extracted with chloroform. The chloroform layer was washed with saturated saline and dried over anhydrous magnesium sulfate. After the solvent was distilled off, the residue was purified by column chromatography (eluent: ethanol/ethyl acetate=1:3) to obtain 1.57 g of the desired product (66.8%, colorless crystals).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05587383 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-0561531abd1b4cafb91701953164856e |
| Source note | uspto-grants-1996_12 |