ChemicalBook CAS DataBase List 1-[(4-Methylphenyl)sulfonyl]-1H-imidazole

1-[(4-Methylphenyl)sulfonyl]-1H-imidazole synthesis

8synthesis methods

Product Name:1-[(4-Methylphenyl)sulfonyl]-1H-imidazole
CAS Number:2232-08-8
Molecular formula:C10H10N2O2S
Molecular Weight:222.26

288-32-4

98-59-9

1-[(4-Methylphenyl)sulfonyl]-1H-imidazole

2232-08-8

(a) In a three-necked round-bottomed flask equipped with a charging funnel, oil collector, magnetic stirring bar and protected by argon, imidazole (5.502 g, 0.081 mol) was dissolved in 25 mL of anhydrous dichloromethane. After cooling the solution to 0°C, p-toluenesulfonyl chloride (6.78 g, 0.036 mol) dissolved in 25 mL of anhydrous dichloromethane was added slowly and dropwise. The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was subsequently filtered through silica gel and the residual solid was washed with 50 mL hexane/ethyl acetate (1:1, v/v). The filtrate was concentrated in a rotary evaporator, redissolved in 6 mL of ethyl acetate and precipitation was induced by the addition of 60 mL of hexane. The resulting white solid was filtered and dried to give 7.12 g of 1-tosylimidazole (0.032 mol, 89% yield).

288-32-4 Synthesis

288-32-4
1044 suppliers
$5.00/25g

98-59-9 Synthesis

98-59-9
627 suppliers
$9.00/5g

2232-08-8
216 suppliers
$6.00/5g

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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288-32-4 Synthesis

288-32-4
1044 suppliers
$5.00/25g

1576-35-8 Synthesis