HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-Fluoro-4-(3-methyl-1H-1,2,4-triazol-1-YL)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(2-fluoro-4-nitrophenyl)-3-methyl-1H-1,2,4-triazole | HCID 57526963 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Fluoro-4-(3-methyl-1H-1,2,4-triazol-1-YL)aniline | HCID 57526974 | 73.2% |
Reaction Steps
1-(2-Fluoro-4-nitro-phenyl)-3-methyl-1H-[1,2,4]triazole (250 mg, 1.13 mmol) was dissolved in tetrahydrofurane (6 mL) and triethylamine (5 mL) and stirred for 2 hours with 10% palladium on carbon (55 mg) under 1.5 bar of hydrogen. The reaction mixture was filtered and the solvent was removed under reduced pressure to yield the title compound (159 mg, 73%) as a yellow solid MS ISP (m/e): 193.3 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=8.31 (d, 1H), 7.45 (dd, 1H), 6.51 (m, 2H), 3.94 (s broad, 2H), 2.48 (s, 3H). Mp 122-125° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08962834B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-a0079d5d79e346e9b9b0fc708fbc4841 |
| Source note | uspto-grants-2015_02 |