HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 1-(2-Dimethylaminoethyl)-2-{[[4-(2-furylmethylthio)-3-methyl-2-pyridinyl]methyl]-thio}-benzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-{[[4-(2-Furylmethylthio)-3-methyl-2-pyridinyl]methyl]thio}-1H-benzimidazole | HCID 9799366 | — |
| Reactant | N,N-Dimethylaminoethyl chloride hydrochloride | HCID 11636816 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(2-Dimethylaminoethyl)-2-{[[4-(2-furylmethylthio)-3-methyl-2-pyridinyl]methyl]-thio}-benzimidazole | HCID 18690018 | 74% |
Reaction Steps
2-{[[4-(2-Furylmethylthio)-3-methyl-2-pyridinyl]methyl]thio}-1H-benzimidazole is stirred with 2-dimethylamino-ethyl chloride hydrochloride (1.5 equivalents), potassium carbonate (5 equivalents) and potassium iodide (0.05 equivalents) in acetonitrile at 100° C. for 24 h, the mixture is filtered, the filtrate is concentrated on a rotary evaporator, water is added to the residue and the mixture is extracted with methylene chloride. The combined organic phases are washed with water, dried and concentrated. The residue is crystallized from methylene chloride/diisopropyl ether. The title compound is obtained as a colorless powder; m.p. 87-89° C.; yield: 74% of theory.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06107312 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-c13319dfaea3499f96d5798384213b91 |
| Source note | uspto-grants-2000_08 |