Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Thiosemicarbazide | HCID 2723789 | — |
| Reactant | 4-Isopropoxy-3-(trifluoromethyl)benzoic acid | HCID 22597767 | — |
| Solvent | Phosphorus oxychloride | HCID 24813 | — |
| Product | HCID 66981711 | HCID 66981711 | 120.3% |
Reaction Steps
To a suspension 4-[(1-methylethyl)oxy]-3-(trifluoromethyl)benzoic acid (D2) (3 g) in POCl3 (11.27 mL) was added hydrazinecarbothioamide (1.652 g). The reaction mixture was heated at 90° C. for 3 h. The reaction was quenched with ice water, the pH value was adjusted to about 9 with NaOH solid. The mixture was extracted with EA/THF for 3 times. The combined organic layers were washed with brine, dried over anhydrous magnesium sulfate and concentrated to afford 5-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-amine (D3) (4.41 g). MS (ES): C12H12F3N3OS requires 303. found 304.1 (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-52ebcb432d954c12a5d4df81937d463b |
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| Source note | uspto-grants-2013_03 |
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