* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
(2) when an R contains one or more R1, R2, or R4 substituents, the total number of substituents on that R is not more than 3; or a physiologically acceptable salt thereof; as well as a second active agent, which is a compound selected from the group consisting of albendazole, fenbendazole, flubendazole, mebendazole, oxfendazole, oxibendazole, thiabendazole, levamisole, morantel, ...
General procedure: Complex 1 was prepared by suspend one mmol of FLU(313 mg) in 20 ml hot methanol and then mixed with a hotaqueous solution (60 C) of Na2PdCl4 (1 mmol, 294.2 mg),whereupon the complex was precipitated. Complexes 2-4were synthesized by mixing aqueous solution containingone mmol of Na2PdX4 (X = Br, NO3 or SCN), which wereprepared by adding 1 mmol of Na2PdCl4 to NaX or NH4X(4 mmol), with one mmol of suspended FLU in methanol.The resulting mixtures were refluxed for about 6 h, whereuponthe complexes were precipitated. The low molar conductancevalues (9.21-46.10) indicate the non-electrolyticnature of the investigated complexes. The purity of theinvestigated compounds has been checked by thin-layerchromatography as a secondary determinant of purity.
General procedure: Complex 1 was prepared by suspend one mmol of FLU(313 mg) in 20 ml hot methanol and then mixed with a hotaqueous solution (60 C) of Na2PdCl4 (1 mmol, 294.2 mg),whereupon the complex was precipitated. Complexes 2-4were synthesized by mixing aqueous solution containingone mmol of Na2PdX4 (X = Br, NO3 or SCN), which wereprepared by adding 1 mmol of Na2PdCl4 to NaX or NH4X(4 mmol), with one mmol of suspended FLU in methanol.The resulting mixtures were refluxed for about 6 h, whereuponthe complexes were precipitated. The low molar conductancevalues (9.21-46.10) indicate the non-electrolyticnature of the investigated complexes. The purity of theinvestigated compounds has been checked by thin-layerchromatography as a secondary determinant of purity.
General procedure: Complex 1 was prepared by suspend one mmol of FLU(313 mg) in 20 ml hot methanol and then mixed with a hotaqueous solution (60 C) of Na2PdCl4 (1 mmol, 294.2 mg),whereupon the complex was precipitated. Complexes 2-4were synthesized by mixing aqueous solution containingone mmol of Na2PdX4 (X = Br, NO3 or SCN), which wereprepared by adding 1 mmol of Na2PdCl4 to NaX or NH4X(4 mmol), with one mmol of suspended FLU in methanol.The resulting mixtures were refluxed for about 6 h, whereuponthe complexes were precipitated. The low molar conductancevalues (9.21-46.10) indicate the non-electrolyticnature of the investigated complexes. The purity of theinvestigated compounds has been checked by thin-layerchromatography as a secondary determinant of purity.
General procedure: Complex 1 was prepared by suspend one mmol of FLU(313 mg) in 20 ml hot methanol and then mixed with a hotaqueous solution (60 C) of Na2PdCl4 (1 mmol, 294.2 mg),whereupon the complex was precipitated. Complexes 2-4were synthesized by mixing aqueous solution containingone mmol of Na2PdX4 (X = Br, NO3 or SCN), which wereprepared by adding 1 mmol of Na2PdCl4 to NaX or NH4X(4 mmol), with one mmol of suspended FLU in methanol.The resulting mixtures were refluxed for about 6 h, whereuponthe complexes were precipitated. The low molar conductancevalues (9.21-46.10) indicate the non-electrolyticnature of the investigated complexes. The purity of theinvestigated compounds has been checked by thin-layerchromatography as a secondary determinant of purity.
3-(dimethylamino)propyl N-[5-(4-fluorobenzoyl)-1H-1,3-benzodiazol-2-yl]carbamate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With pyridine; at 90 - 100℃; for 3.0h;
The mixture of <strong>[31430-15-6]<strong>[31430-15-6]flubendazol</strong>e</strong> (626 mg, 2.0 mmol) and 3-(N,N- dimethylamino)propanol (2.0 mL) in pyridine (15 ml.) was heated to 90-100 C for 3 hours. The desired product was isolated by silica gel chromatography (dichloromethane: methanol = 2:1) as a solid. MS (ES): 385.6 (M+H)+.
With pyridine; at 100℃; for 3.0h;
General procedure: To a stirred mixture of each bendazole in base/solvent (100mM) were added 10 equiv of alcohols indicated in Scheme 1. The reaction proceeded at 90, 100, or 110C for 3h to o/n. For compounds 5 and 7, the reaction mixture was exposed to microwave irradiation for 5-15minat 60 or 70C. Workup: Once the reaction was complete, the solvent was removed under reduced pressure, diluted with four times the reaction volume of EtOAc and washed with water and brine. The organic layer was dried with Na2SO4 and concentrated in vacuo, followed by purification performed on automated flash chromatography system with the desired method commented below.
2-(dimethylamino)ethyl (5-(4-fluorobenzoyl)-1H-benzo[d]imidazol-2-yl)carbamate[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
With triethylamine; In N,N-dimethyl-formamide; at 110℃;
General procedure: To a stirred mixture of each bendazole in base/solvent (100mM) were added 10 equiv of alcohols indicated in Scheme 1. The reaction proceeded at 90, 100, or 110C for 3h to o/n. For compounds 5 and 7, the reaction mixture was exposed to microwave irradiation for 5-15minat 60 or 70C. Workup: Once the reaction was complete, the solvent was removed under reduced pressure, diluted with four times the reaction volume of EtOAc and washed with water and brine. The organic layer was dried with Na2SO4 and concentrated in vacuo, followed by purification performed on automated flash chromatography system with the desired method commented below.
2-3 Process of the application
Add 1 mol of the reducing product and 1.2 mol of the methyl ester reactant into the reaction flask, add 16 times the molar amount of formic acid, increase the temperature to 80° C., and keep the temperature for 3 hours.After the completion of the central control, it was poured into 800 mL of methanol, cooled to room temperature, and filtered to obtain flubendazole.The yield was 87.6%.
1 Conventional process
Add 1 mol of the reducing product and 1.2 mol of the methyl ester reactant into the reaction flask, add 2.3 times the molar amount of acetic acid, increase the temperature to 80° C., and keep the temperature for 4 hours.After the control is over, the acetic acid is distilled off, and then 12 mol of formic acid is added, stirred, and poured into 500 mL of methanol, cooled to room temperature, and filtered to obtain flubendazole.The yield is between 80~85%.