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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055646Generated: October 31, 2026

Dimethylformamide → 3-Cyano-5-(pentafluoro-lambda6-sulphanyl)benzoic acid

https://huagongshe.com/reaction/1055646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 58137421HCID 58137421—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
Product3-Cyano-5-(pentafluoro-lambda6-sulphanyl)benzoic acidHCID 89699812—

Reaction Conditions

Temperature120 °C

Reaction Steps

200 mg (0.61 mmol) of the compound of Example 15A were dissolved in 2.0 ml of DMF, and the mixture was degassed with argon. After addition of 79 mg (0.67 mmol) of zinc cyanide and 42 mg (0.04 mmol) of tetrakis(triphenylphosphine)palladium(0), the reaction was stirred in a microwave oven (Biotage Initiator, with Dynamic Field Tuning) at 120° C. for 30 min. After cooling, solid components were filtered off and the filtrate was separated into its components by preparative HPLC (Method 15). Concentration of the product fractions and drying of the residue under high vacuum gave 115 mg (88% pure, 61% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394309B2
Source datasetuspto-grants-2016_07
ORD IDord-5c7aab561d204bdfb42ee3f21295f4b7
Source noteuspto-grants-2016_07