Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707570Generated: October 31, 2026

Water → HCID 15766689, compound

https://huagongshe.com/reaction/1707570

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant3-Pyridinecarbonyl chloride, hydrochloride (1:1)HCID 88438—
ReactantHCID 15711966HCID 15711966—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
SolventEthyl acetate hexaneHCID 21226206—
ProductHCID 15766689HCID 1576668916.9%

Reaction Steps

5.34 g of nicotinic acid chloride hydrochloride was suspended in 50 ml of methylene chloride and 7.56 g of triethylamine was added thereto. After the resulting suspension was stirred at room temperature for 30 minutes, 3.88 g of 6-chloro-2,2-dimethyl-1,2-dihydroquinoline dissolved in 20 ml of methylene chloride was added thereto. Further, 1.00 g of 4-dimethylaminopyridine was added thereto. After refluxing the resulting solution mixture for 7 hours, the reaction solution was poured into water and extracted with ethyl acetate. The organic layer separated from the aqueous layer was washed with water and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue obtained was subjected to thin-layer chromatography (silica gel; ethyl acetate/hexane 1:1 (V/V)) to obtain 1.01 g of 6-chloro-2,2-dimethyl-1-nicotinoyl-1,2-dihydroquinoline (the present compound (1)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05354729
Source datasetuspto-grants-1994_10
ORD IDord-8e0c4ffc8f1d4c96b0c1b21292c5039c
Source noteuspto-grants-1994_10