1-[Bis(4-chlorophenyl)methyl]azetidin-3-ol → HCID 178527246, compound

Participants

Reaction Steps

N-{1-[Bis(4-chlorophenyl)methyl]azetidin-3-yl}-N-(1,2,3,4-thiadiazol-2-yl)methylsulfonamide may be prepared by carrying out the procedure as described in Example 13 (method 2), from 0.10 g of N-(1,3,4-thiadiazol-2-yl)methylsulfonamide and 0.215 g of 1-[bis(4-chlorophenyl)methyl]azetidin-3-ol. After chromatography on a silica gel column (particle size 0.06-0.04 mm, height 25 cm, diameter 1 cm), eluting under an argon pressure of 0.8 bar with an ethyl acetate/cyclohexane 20/80 and then 40/60 by volume mixture and collecting 60-cm3 fractions, fractions 26 to 31 are combined and concentrated to dryness under reduced pressure (2.7 kPa). After crystallization from dissopropyl ether, filtration and drying, 40 mg of N-{1-[bis(4-chlorophenyl)methyl]azetidin-3-yl}-N-(1,3,4-thiadiazol-2-yl)methylsulfonamide are obtained in the form of a white solid [1H NMR spectrum (300 MHz, CDCl3, δ in ppm): 3.01 (s:3H); 3.09 (split t, J=7 and 1.5 Hz:2H); 3.70 (split t, J=7 and 1.5 Hz:2H); 4.28 (s:1H); 4.76 (mt:1H); from 7.20 to 7.35 (mt:8H); 9.01 (s:1H)].

Provenance & Evidence