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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1784104Generated: November 1, 2026

HCID 17980516, compound → HCID 17980557, compound

https://huagongshe.com/reaction/1784104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 17980516HCID 17980516—
ReactantHCID 17980541HCID 17980541—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystZincHCID 23994—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
CatalystCyclopenta-1,3-diene;cyclopenta-2,4-dien-1-yl(diphenyl)phosphane;iron(2+)HCID 15826098—
SolventDimethylacetamideHCID 31374—
ProductHCID 17980557HCID 17980557—

Reaction Conditions

Temperature110 °C

Reaction Steps

Tris(dibenzylideneacetone)dipalladium (0.039 g) was added to a mixture of a 4:1 mixture (0.25 g) of 3-cyano-4-(6-iodo-2,3-methylenedioxyanilino)-6,7-dimethoxyquinoline and 3-cyano-4-(4,6-diiodo-2,3-methylenedioxyanilino)-6,7-dimethoxyquinoline (Example 10, Note [11]), zinc cyanide (0.092 g), diphenylphosphinoferrocene (0.046 g), zinc powder (0.017 g) and DMA (15 ml) and the resultant mixture was stirred and heated to 110° C. for 1 hour. The mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic layer was dried over magnesium sulphate and evaporated and the residue was purified by column chromatography on silica using increasingly polar mixtures of hexane and ethyl acetate as eluent. There were thus obtained in turn:—

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07501516B2
Source datasetuspto-grants-2009_03
ORD IDord-73684015d8eb4a0593744711924a72c2
Source noteuspto-grants-2009_03