HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloroacetyl chloride → HCID 69224559, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloroacetyl chloride | HCID 6593 | — |
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 69223034 | HCID 69223034 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 69224559 | HCID 69224559 | — |
Reaction Steps
By the method of Tetrahedron, 1992, 48, 8127-8142 the substance 5-(2,6-dichlorophenyl)-3-(4-nitrophenyl)isoxazole can be treated with diphosphorus pentasulfide followed by aqueous or ethanolic ammonia quench to produce 5-(2,6-dichlorophenyl)-3-(4-nitrophenyl)isothiazole. The nitrophenyl group can be reduced to the corresponding aniline with tin (II) dichloride or iron powder and ammonium chloride. This aniline can then be treated with 2,2-dichloroacetyl chloride and triethylamine to yield 2,2-dichloro-N-[4-[5-(2,6-dichlorophenyl)-3-isothiazolyl]phenyl]acetamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326790B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-efd877558f344cc6b242549ee3bf88bf |
| Source note | uspto-grants-2008_02 |