HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 67312353, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Bromo-3-nitrobenzoic acid | HCID 232986 | — |
| Reactant | 4-(6-Methoxy-1,3-benzothiazol-2-yl)aniline | HCID 391870 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67312353 | HCID 67312353 | 78% |
Reaction Steps
A mixture of 4-bromo-3-nitrobenzoic acid (0.24 g, 0.976 mmol) and thionyl chloride (5 ml) was heated under reflux for 3 h. The reaction mixture was cooled to room temperature and the excess reagent and solvent was removed under reduced pressure to give the crude acid chloride. The amide was prepared as described in the Amide Coupling section using the crude acid chloride, 2-(4-aminophenyl)-6-methoxybenzothiazole (0.25 g, 0.976 mmol) and Hunig's base (0.151 g, 1.17 mmol) in dry THF (10 ml) to give the title compound (0.368 g, 78%) as small yellow crystals after work-up and recrystallisation from DMF.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895313B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-cf196213df8c421483c70c017eca5125 |
| Source note | uspto-grants-2014_11 |