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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690537Generated: November 1, 2026

(4-Chloro-phenyl)-(4,5-difluoro-2-iodo-phenyl)-diazene → 2-(4-Chloro-phenylazo)-4,5-difluoro-benzonitrile

https://huagongshe.com/reaction/1690537

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-Chloro-phenyl)-(4,5-difluoro-2-iodo-phenyl)-diazeneHCID 86640263—
ReactantHCID 178418546HCID 178418546—
Solvent1-PropanolHCID 1031—
SolventDichloromethane heptaneHCID 21907733—
Product2-(4-Chloro-phenylazo)-4,5-difluoro-benzonitrileHCID 8664026477%

Reaction Steps

Copper (I) cyanide (9.76 g, 109 mmol) was added to a solution of (4-chloro-phenyl)-(4,5-difluoro-2-iodo-phenyl)-diazene (5.89 g, 16 mmol) in 1-propanol (95 ml) under an argon atmosphere. The reaction mixture was heated under reflux conditions for 14 h and diluted with CH2Cl2/heptane 1/1 (70 ml). The suspension was filtered and the filtrate was evaporated to dryness to give the title compound (3.3 g, 12 mmol; 77%) as brown solid which was used in the next step without further purification. MS: m/e=278.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153663B2
Source datasetuspto-grants-2012_04
ORD IDord-986fb914bb724082b587f5dcada527b3
Source noteuspto-grants-2012_04