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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203349Generated: October 29, 2026

Dimethylformamide → HCID 178510690, compound

https://huagongshe.com/reaction/2203349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 178506575HCID 178506575—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
ProductHCID 178510690HCID 178510690—

Reaction Conditions

Temperature120 °C

Reaction Steps

A DMF (180 mL) solution containing the intermediate from Step B above (24.1 g, 98 mmol), zinc cyanide (6.93 g, 59.0 mmol), 1,1′-bis(diphenylphosphino)ferrocene (4.36 g, 7.87 mmol) and tris(dibenzylideneacetone)dipalladium (3.60 g, 3.93 mmol) was heated at 120° C. for 1.5 hours. The solution was cooled to room temperature and diluted with water. The precipitated product was collected and dried under vacuum with a nitrogen sweep to give the title compound. 1H NMR (400 MHz, CH3CN-d3): δ 12.42 (s, 1H); 8.67 (dd, J=4.48, 1.53 Hz, 1H); 8.29 (dd, J=8.22, 1.53 Hz, 1H); 7.40 (dd, J=8.23, 4.48 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365574B2
Source datasetuspto-grants-2016_06
ORD IDord-3b59de4ab6154eb1a272082f7840d808
Source noteuspto-grants-2016_06