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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1754881Generated: October 28, 2026

Dimethylformamide → HCID 86693803, compound

https://huagongshe.com/reaction/1754881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant3,3-Dimethyl-1-butyneHCID 13512—
ReactantHCID 86693804HCID 86693804—
CatalystCopper iodideHCID 83717—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 86693803HCID 8669380323.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Dimethylformamide (10 ml), 10 ml of triethylamine, 0.27 g of tert-butylacetylene, 0.11 g of palladium chloride-ditriphenylphosphine complex, and 0.03 g of copper iodide were added to 0.50 g of the N-ethyl-N-methyl-N′-(4-iodo-2-methylphenyl)formamidine (Compound 2-2) produced in Reference Example 2, 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 0.10 g of N-ethyl-N-methyl-N′-[2-methyl-4-(3,3-dimethyl-1-butynyl)phenyl]formamidine (Compound 66).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169276B2
Source datasetuspto-grants-2015_10
ORD IDord-1039f1e186f34c7c8c6c9f37b1fe0a94
Source noteuspto-grants-2015_10