Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acrylonitrile | HCID 7855 | — |
| Reactant | Triethylamine hydrochloride | HCID 11130 | — |
| Reactant | 4-(2,2-Dichloro-1,1-difluoroethoxy)benzene-1-sulfonyl chloride | HCID 21410054 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 20310058 | HCID 20310058 | — |
Reaction Steps
2-Chloro-3-((4-(2,2-dichloro-1,1-difluoroethoxy)phenyl)sulfonyl)propanenitrile (hereinafter "Compound") is prepared by mixing together 4-(2,2-dichloro-1,1-difluoroethoxy)benzenesulfonyl chloride with substantially two molecular proportions of acrylonitrile in the presence of acetonitrile, cupric chloride and triethylamine hydrochloride whereby the following reaction takes place: ##STR1## In the process, 4-(2,2-dichloro-1,1-difluoroethoxy)-benzenesulfonyl chloride (1 molar proportion), acrylonitrile (2 molar proportions), acetonitrile, anhydrous cupric chloride (.02 molar proportion) and triethylamine hydrochloride (0.032 molar proportion) are placed in a reaction vessel which is cooled, evacuated to about 2 mm mercury pressure, sealed and heated in an oil bath at about 115° C. for about six hours. The vessel is opened and the product is isolated by crystallization from methanol to give the title compound as a white, crystalline solid, melting at 109° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04049693 |
|---|
| Source dataset | uspto-grants-1977_09 |
|---|
| ORD ID | ord-80440a01130d4b228f7543726247170a |
|---|
| Source note | uspto-grants-1977_09 |
|---|