HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 5-Bromo-2-chlorobenzoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Bromo-2-chlorobenzoic acid | HCID 33127 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5-Bromo-2-chlorobenzoyl chloride | HCID 2756871 | 100% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 5-bromo-2-chloro-benzoic acid 15a (7.24 g, 30.8 mmol) in toluene (100 mL) were added thionyl chloride (3.6 mL, 49.2 mmol) and N,N-dimethylformamide (0.2 mL, 2.6 mmol) in turn at 0° C. The mixture was warmed up to 100° C. and stirred for 4 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo to give the title compound 21d as yellow oil (7.82 g, 100%). This material was not further purified.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394329B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-3f88896c5fef4ec4b78f4cefb8b45c29 |
| Source note | uspto-grants-2016_07 |