Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 57522813 | HCID 57522813 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57522814 | HCID 57522814 | 79.6% |
Reaction Steps
To a solution of 3-{2-ethyl-3-[(E)-2-(methyloxy)ethenyl]phenyl}-5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,2,4-thiadiazole (D49) (140 mg) in tetrahydrofuran (THF) (10 mL) stirred under nitrogen at room temperature was added hydrochloric acid (0.2 mL). The reaction mixture was stirred at 70° C. for 5 h. After cooling the reaction, the solution was condensed under reduced pressure to give (2-ethyl-3-{5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,2,4-thiadiazol-3-yl}phenyl)acetaldehyde (D50) (108 mg) as a colorless oil, which was used directly in the next step without further purification. MS (ES): C22H21F3N2O2S requires 434. found 435.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08389508B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-8289b8e811b345eb83396e2ce4696cf5 |
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| Source note | uspto-grants-2013_03 |
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