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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754880Generated: October 28, 2026

Dimethylformamide → HCID 86693801, compound

https://huagongshe.com/reaction/1754880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
ReactantTrimethylsilylacetyleneHCID 66111—
ReactantHCID 86693802HCID 86693802—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86693801HCID 8669380144.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Dimethylformamide (10 ml), 10 ml of triethylamine, 0.33 g of trimethylsilyl acetylene, 0.11 g of palladium chloride-ditriphenylphosphine complex, and 0.03 g of copper iodide were added to 0.50 g of the N,N-dimethyl-N′-(4-iodo-2-methylphenyl)formamidine (Compound 2-1) produced in Reference Example 1, and the mixture was stirred at 80° C. for 12 hours. After completion of the reaction, water was added to the reaction solution, and extraction was performed 3 times with ethyl acetate. The organic layer was collected, washed with a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1), thereby obtaining 0.20 g of N,N-dimethyl-N′-[2-methyl-4-(2-trimethylsilyl-1-ethynyl)phenyl]formamidine (Compound 49).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169276B2
Source datasetuspto-grants-2015_10
ORD IDord-034253b209c7462d85c56a28700dd445
Source noteuspto-grants-2015_10