HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 2,7-Bis-(but-2-enoyl)-thioxanthen-9-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Thioxanthene | HCID 67495 | — |
| Reactant | trans-Crotonyl chloride | HCID 643131 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | 1-[7-(but-2-enoyl)-9H-thioxanthen-2-yl]-but-2-en-1-one | HCID 68597883 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,7-Bis-(but-2-enoyl)-thioxanthen-9-one | HCID 68596945 | — |
Reaction Steps
To 1-[7-(but-2-enoyl)-9H-thioxanthen-2-yl]-but-2-en-1-one, which is synthesized by thioxanthene and crotonoyl chloride in the presence of aluminium chloride as described in WO2005-080337A1, dissolved in dichloromethane are added bromine (2.0 equiv.) and aqueous tetra-n-butylammonium bromide (0.5 equiv.). Stirring the reaction mixture at room temperature and succeeding extractive work-up and purification give 2,7-bis-(but-2-enoyl)-thioxanthen-9-one, which is transformed into the compound of example 9 as described in example 4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08524425B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-1484c856a3ab479daf9d33fbc09ffbee |
| Source note | uspto-grants-2013_09 |