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N-[3,4-DIHYDRO-1(2H)-QUINOLINYLCARBOTHIOYL]BENZENECARBOXAMIDE synthesis

2synthesis methods
-

Yield:25561-81-3 93%

Reaction Conditions:

in dichloromethane at 5;Inert atmosphere;

Steps:

Benzoyl Tetrahydroquinoline Thiourea

[0054] To a 250 mL 3-neck RBF equipped with a condenser, magnetic stirrer, thermo-probe, nitrogen purge and pressure- equilibrated addition funnel was added benzoyl isothiocyanate (25.0 g, 0.150 mol) followed by dichloromethane (100 mL) . The mixture was cooled in an ice-water bath at a temperature below 5°C, at which point tetrahydroquinoline (20.4 g, 0.150 mol) and dichloromethane (100 mL) were added slowly over a period of time of about 30 minutes. The ice-water bath was removed and the reaction mixture was stirred under a nitrogen purge overnight. The reaction mixture was then concentrated in vacuo at a temperature of 40°C to provide a white solid. The solid was dried to constant weight in vacuo at a temperature of 50°C and a pressure of <1 mTorr in a 93% yield. The solid was determined to have a melting point of 143.6°C.

References:

WO2014/4297,2014,A1 Location in patent:Paragraph 0054