Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 2-Aminothiophenol | HCID 8713 | — |
| Reactant | Benzothiazoline | HCID 96588 | — |
| Reactant | HCID 86668164 | HCID 86668164 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 86668165 | HCID 86668165 | — |
Reaction Steps
2,3-dihydro-1,3-benzothiazole synthesized from 2-aminobenzenethiol (570 mg) and 37% formalin (0.38 mL) in the same manner as in Example 1 was dissolved in dichloromethane (10 mL), and triethylamine (1.2 mL) and 3-cyano-5-ethynyl-4-methoxybenzoyl chloride were added to the solution, and then the mixture was stirred at mom temperature for 2.5 hours. The solvent was distilled off under reduced pressure and water was added, and then the mixture was extracted with ethyl acetate. The organic layer was washed with 1N hydrochloric acid, 1N sodium hydroxide and saturated brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure and the obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=5:1) to obtain the title compound (283 mg) as a yellow oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08367843B2 |
|---|
| Source dataset | uspto-grants-2013_02 |
|---|
| ORD ID | ord-e2c6206027b14508bf3a7ffb331b42cd |
|---|
| Source note | uspto-grants-2013_02 |
|---|