HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 90134687, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Chloroaniline | HCID 7932 | — |
| Reactant | 3,6-Dibromopyridazine | HCID 248852 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 90134687 | HCID 90134687 | 25.1% |
Reaction Steps
3,6-Dibromopyridazine (1 g, 4.20 mmol) was added to a solution of 3-chloroaniline (0.536 g, 4.20 mmol) in 1,4-dioxane (10 mL) followed by 4M HCl in 1,4-dioxane (6 mL, 24 mmol). The mixture was refluxed for 3 h. The slurry obtained was filtered, and the crude product was purified by preparative HPLC to afford the title compound 21D (0.3 g, 23%) as a solid. 1H NMR (300 MHz, DMSO-d6): δ 9.67 (s, 1H), 8.09 (t, J=1.8 Hz, 1H), 7.7 (d, J=9.0 Hz, 1H), 7.5 (dd, J1=9.0 Hz, J2=0.9 Hz, 1H), 7.35 (t, J=8.1 Hz, 1H), 7.12 (d, J=9.6 Hz, 1H), 7.05 (dd, J1=8.1 Hz, J2=0.9 Hz, 1H). ESI-MS m/z: 284 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09221766B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-4cfcc3ed83a0419d9dc40c607883da5b |
| Source note | uspto-grants-2015_12 |