HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 6-Bromo-3-chloro-2-(4-trifluoromethylphenyl)-2H-indazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Azido-4-bromo-N-(4-trifluoromethylphenyl)-benzamide | HCID 86051549 | — |
| Product | 6-Bromo-3-chloro-2-(4-trifluoromethylphenyl)-2H-indazole | HCID 69201617 | 85% |
Reaction Steps
A solution of the product of Step 2 (3 g, 0.0078 mol) in SOCl2 (15 mL) was heated at reflux for 24 h. The mixture was then concentrated and the residue partitioned between ether (3×20 mL) and Na2CO3 solution (10 mL). The organic phase was separated, dried (MgSO4) and concentrated to give 2.5 g (85% yield) of product as a tan powder. 1H NMR (360 MHz, CDCl3): 7.25 (1H, d, J 8.9 Hz), 7.37 (1H, d, 8.9 Hz), 7.80-7.95 (5H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07449585B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-33609ee6604244e9b136f26b5ecde58c |
| Source note | uspto-grants-2008_11 |