HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1,3-Benzenediol,5-[5-(trifluoromethyl)-2-benzothiazolyl]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 2-Amino-4-(trifluoromethyl)benzenethiol | HCID 88042 | — |
| Reactant | 3,5-Dihydroxybenzaldehyde | HCID 94365 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1,3-Benzenediol,5-[5-(trifluoromethyl)-2-benzothiazolyl]- | HCID 60194580 | 37% |
Reaction Steps
In an acetic acid (0.42 mL) solvent, a mixture including 2-amino-4-(trifluoromethyl)benzenethiol (100 mg, 0.44 mmol), 3,5-dihydroxybenzaldehyde (60 mg, 0.44 mmol), and sodium acetate (107 mg, 1.30 mmol) was refluxed for 6.5 hours. After cooling, the reaction mixture was distributed between ethyl acetate and water, and an organic layer was dried by using MgSO4, filtered, and evaporated under reduced pressure. The residual was purified by silica gel column chromatography using hexane and ethyl acetate (2:1) as a developer to obtain a solid Compound 36 (50.6 mg, 37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889881B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-108a4233051447f7bc04b01daefe397e |
| Source note | uspto-grants-2014_11 |