HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 5-Bromo-benzo[2,1,3]thiadiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-Bromobenzene-1,2-diamine | HCID 323593 | — |
| Product | 5-Bromo-benzo[2,1,3]thiadiazole | HCID 2776295 | — |
Reaction Steps
A mixture was prepared by mixing 4.0 g (21 mmol) of 4-bromo-o-phenylenediamine, 14 mL of thionyl chloride and 0.62 mL of concentrated sulfuric acid and was refluxed for one hour. This mixture was cooled and then poured onto ice, and a resulting precipitate was filtered and collected. This precipitate was washed with water till the waste water became neutral and then thoroughly dried to yield 4.5 g of 5-bromo-2,1,3-benzothiadiazole as a crude product (melting point, 48 to 50° C.; yield, 96.5%). This crude product was vacuum-distilled to yield a pure product of 5-bromo-2,1,3-benzothiadiazole (melting point, 50° C.; yield, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07601873B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-6cfe779b6938441ab4cce23a72fcf8f8 |
| Source note | uspto-grants-2009_10 |