HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 86668348, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Fluorophenyl chlorothionoformate | HCID 5045332 | — |
| Reactant | 4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)aniline | HCID 57824490 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86668348 | HCID 86668348 | 17% |
Reaction Steps
Into a 25 mL round-bottomed flask were added 4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)aniline (200 mg, 0.624 mmol), O-4-fluorophenyl carbonochloridothioate (238 mg, 1.249 mmol), and triethylamine (0.348 mL, 2.498 mmol) in THF (5 mL). The solution was stirred under ambient conditions for 2 h before the solvent was removed under reduced pressure. The crude product was added to a silica gel column and was eluted with EtOAc/hexanes gradient to afford the title compound (50 mg, 0.105 mmol, 17%) as a yellow solid: mp 164-169° C.; 1H NMR (400 MHz, DMSO-d6) δ 9.42 (s, 1H), 8.19-8.04 (m, 6H), 7.97 (br s, 1H), 7.66-7.57 (d, J=8.24 Hz, 2H), 7.33-7.19 (m, 4H); ESIMS m/z 475 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927729B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-df90ec1d48dd4c80b2823f6af1065953 |
| Source note | uspto-grants-2015_01 |