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CAS No. : | 14752-66-0 | MDL No. : | MFCD00035602 |
Formula : | C6H4ClNaO2S | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | JFXAUUFCZJYLJF-UHFFFAOYSA-M |
M.W : | 198.60 | Pubchem ID : | 23664783 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In 1,2-dimethoxyethane; at 70℃; for 24h; | Example 71: 1,4-Dichloro-2-[1-[(4-chlorophenyl)sulfonyl]-5-(methylsulfonyl)pentyl]benzene sodium 4-chlorobenzenesulfinate (38 mg, 0.192 mmol) and <strong>[85482-13-9]2,5-dichlorobenzyl bromide</strong> (46 mg, 0.192 mmol) were added to dimethoxyethane (5 ml).. The resulting mixture was stirred at 70C for 24 hours.. After cooling to room temperature, the reaction mixture was subjected to a short column (silica gel) and the fraction eluted with diethyl ether was concentrated under reduced pressure.. The residue thus obtained was dissolved in toluene (5 ml).. To the resulting solution were added the 4-(methylsulfonyl)-1-butanol (58 mg, 0.381 mmol) obtained in Referential Example 3 and cyanomethylenetri-n-butylphosphorane (89 mg, 0.370 mmol), followed by heating under reflux for 23 hours under an argon atmosphere.. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure.. The residue was subjected to medium-pressure chromatography on a silica gel column.. From the fraction eluted with hexane:ethyl acetate (=1:1), the title compound (32 mg, 35%) was obtained as a colorless oil. IR (ATR) nu: 2933, 2869, 1581, 1465, 1394, 1313, 1278, 1191, 1133, 1083, 1039, 1012, 962, 887, 821, 752, 713, 630, 588, 532, 464 cm-1.1H-NMR (400MHz, CDCl3) delta: 1.33-1.50(2H,m), 1.80-1.96(2H,m), 2.09-2.21(1H,m), 2.48-2.59(1H,m), 2.88(3H,s), 2.90-2.99(2H,t,J=11.0,4.2Hz), 4.79(1H,dd,J=11.0,4.2 Hz), 7.15(1H,d,J=8.6Hz), 7.20-7.29(1H,m), 7.34-7.40(2H,m), 7.46-7.52(2H,m), 7.63(1H,d,J=2.5Hz). MS (m/z): 469, 471 (M++H). HRMS (FAB) for C18H20O4Cl3S2 (M++H) Calculated: 468.9869 Found: 468.9907 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | In water; at 90.0℃; for 7.0h; | To the solution of salt 3 (3.97 g, 20 mmol) in water(20mL) <strong>[2156-56-1]sodium dichloroacetate</strong> (3.77 g, 2.5 mmol) was added. The mixture was stirred andheated at 90Cfor 7 hours, kipping pH ~7, by dropping 30% solution of natrium hydroxide. Aftercooling to the room temperature the precipitate was filtered off, washed bywarm water and dried. The product 7 waspurified by recrystallization from ethanol. Chloromethyl-4-chlorophenyl sulfone8 was obtained in 74% yield. M.p. = 120-121C. IR (cm-1):2970 (CHaliph.), 1600 (CHar), 1320, 1140 (SO2).1H-NMR, 400MHz, (CDCl3) delta: 4.53 (s, 2H);7.58-7.60 (m, 2H); 7.90- 7.92 (m. 2H). 13C NMR (100 MHz, CDCl3) delta: 65.99; 124.03;127.47; 132.49; 146.27. Elemental analysis: for C7H6Cl2O2S(225.09) Calcd.: 37.35 % C, 2.69 %H. Found: 37.33 % C, 2.72 % H. |