HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1795129Generated: October 30, 2026
Allyl chloride → 1-(6-Chloropyridin-3-yl)pent-4-ene-1,2,2-tricarbonitrile
https://huagongshe.com/reaction/1795129
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl chloride | HCID 7850 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | HCID 22185757 | HCID 22185757 | — |
| Catalyst | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(6-Chloropyridin-3-yl)pent-4-ene-1,2,2-tricarbonitrile | HCID 22185752 | 70.9% |
Reaction Steps
To tetrahydrofuran (13 ml) were added ((6-Chloro-3-pyridyl)methylidene)malononitrile (0.50 g), tris(dibenzylideneacetone)dipalladium chloroform complex (70 mg) and 1,1′-bis(diphenylphosphino)ferrocene (0.15 g) under nitrogen atmosphere, and then allyl chloride (0.41 g) and trimethylsilylcyanide (0.53 g) were added thereto. The solution was stirred at 75° C. for a day. Then the reaction mixture was filtered through silica gel, and concentrated. The residue was subjected to silica gel column chromatography to give 0.48 g of 1-(6-Chloro-3-pyridyl)-1,2,2-tricyano-4-pentene represented by the following formula (hereinafter referred to as the present invention compound (2)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07026340B2 |
|---|
| Source dataset | uspto-grants-2006_04 |
|---|
| ORD ID | ord-97e505ba97ca43308f83271af7c9fdd4 |
|---|
| Source note | uspto-grants-2006_04 |
|---|