HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorobenzene → HCID 23069967, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorobenzene | HCID 7964 | — |
| Reactant | 5-Chlorosalicylic Acid | HCID 9447 | — |
| Reactant | Phosphorus trichloride | HCID 24387 | — |
| Reactant | 4-[3,5-Bis(trifluoromethyl)phenyl]-1,3-thiazol-2-amine | HCID 2725769 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23069967 | HCID 23069967 | 23.5% |
Reaction Steps
A mixture of 5-chlorosalicylic acid (172.6 mg, 1 mmol), 2-amino-4-[3,5-bis(trifluoromethyl)phenyl]thiazole (312.2 mg, 1 mmol), phosphorus trichloride (44 μL, 0.5 mmol) and monochlorobenzene (5 mL) was refluxed for 4 hours. After the reaction mixture was cooled to room temperature, it was poured into water and extracted with ethyl acetate. After the ethyl acetate layer was washed with brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1→2:1) to give the title compound (109.8 mg, 23.5%) as a pale yellow white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700655B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-cf23fa17661a42a3a0b6ed22fdedbd75 |
| Source note | uspto-grants-2010_04 |