HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 4-(2,2,2-Trifluoroethoxy)-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-(6-Methoxy-1,3-benzothiazol-2-yl)aniline | HCID 391870 | — |
| Reactant | 4-(2,2,2-Trifluoroethoxy)benzoic acid | HCID 3763901 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 4-(2,2,2-Trifluoroethoxy)-N-[4-(6-methoxybenzothiazol-2-yl)-phenyl]-benzamide | HCID 67311851 | 91% |
Reaction Steps
A mixture of 4-(2,2,2-trifluoroethoxy)benzoic acid (0.30 g, 1.35 mmol) and thionyl chloride (0.32 g, 2.72 mmol) in chloroform (5 ml) was heated under reflux for 4 h. The reaction mixture was cooled to room temperature and the excess reagent and solvent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section using the crude acid chloride and 2-(4-aminophenyl)-6-methoxybenzothiazole (0.34 g, 1.35 mmol) in dry pyridine (15 ml) to give the title compound (0.56 g, 91%) as a pale yellow solid after work-up.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895313B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-d6518cb0a1b843b49c336e9e89e2d4b3 |
| Source note | uspto-grants-2014_11 |