1-[(4-Methylphenyl)sulfonyl]-1H-imidazole synthesis
- Product Name:1-[(4-Methylphenyl)sulfonyl]-1H-imidazole
- CAS Number:2232-08-8
- Molecular formula:C10H10N2O2S
- Molecular Weight:222.26
Yield:2232-08-8 89%
Reaction Conditions:
in dichloromethane at 20; for 2 h;
Steps:
4.1.5.
(a) In a three-necked round bottomflask equipped with addition funnel, oil trap, magnetic stirringbar and argon atmosphere, imidazole (5.502 g, 0.081 mol) wasdissolved in 25 mL of anhyd. CH2Cl2. The solutionwas cooled to 0 Cand then 6.78 g (0.036 mol) of p-toluenesulfonyl chloride dissolvedin 25 mL of anhydrous methylene chloridewas added dropwise. Theresulting mixture was stirred during 2 h at rt and then filtered oversilica, and the remnant solid was washed with 50 mL of a hexaneeEtOAc(1:1). The filtrate was concentrated in the rotary evaporator,redissolved in 6mL of EtOAc, and induced to precipitate uponaddition of 60 mL of hexane. The resulting white solid was filteredand dried to give 7.12 g of 1-tosyl-1H-imidazol (0.032 mol, 89%yield).
References:
Reyes-Rangel, Gloria;Vargas-Caporali, Jorge;Juaristi, Eusebio [Tetrahedron,2016,vol. 72,# 3,p. 379 - 391]
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