HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → 2-(Methylthio)benzo[d]thiazole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Sulfanyl-1,3-benzothiazole-5-carbonitrile | HCID 22148754 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(Methylthio)benzo[d]thiazole-5-carbonitrile | HCID 21985824 | 97.3% |
Reaction Steps
To a solution of 2-thioxo-2,3-dihydrobenzothiazole-5-carbonitrile (260 mg, 1.35 mmol) in EtOH (10.8 mL) was added Et3N (137 mg, 1.35 mmol) and methyliodide (192 mg, 1.35 mmol). The mixture was heated at reflux for 1 h. The volatiles were evaporated and the residue was extracted with CH2Cl2 (3×10 mL). The combined organic extracts were washed with brine, dried (Na2SO4) and concentrated to give 2-methylsulfanylbenzothiazole-5-carbonitrile 271 mg (97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394842B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-87891bb7e6484b93ad86a880886d7993 |
| Source note | uspto-grants-2013_03 |