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CAS No. : | 120202-66-6 | MDL No. : | MFCD00876395 |
Formula : | C16H18ClNO6S2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 419.90 | Pubchem ID : | - |
Synonyms : |
(S)-(+)-Clopidogrel hydrogen sulfate;(S)-(+)-Clopidogrel bisulfate;SR 25990C;(S)-(+)-Clopidogrel (sulfate);Clopidogrel Bisulfate
|
Chemical Name : | Methyl (S)-2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate sulfate |
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P260-P264-P273-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P312-P363-P391-P405-P501 | UN#: | 3261 |
Hazard Statements: | H303-H314-H411 | Packing Group: | Ⅱ |
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 |
---|---|---|
52.5 g sodium-2-naphthylsulfonate are dissolved in 430 ml dematerialized water under heating at about 75 C. A solution of 50 g Clopidogrel hydrogen sulfate in 200 ml water is added to the solution. The resulting mixture is cooled to room temperature and the upper oily phase is separated. The separated oil is dissolved in 230 g isopropanol. The obtained solution is dried with magnesium sulfate and diluted with 250 g diisopropylether. The solution is inoculated at a temperature of about 60 C. with Clopidogrel napsylate and stirred over night whilst cooling to room temperature. The solid material is isolated by vacuum filtration, washed with diisopropylether and dried under vacuum. 37 g Clopidogrel napsylate of Form A are obtained with the following properties: HPLC content of Clopidogrel napsylate: 100% DSC: endothermic maximum: 149 C. IR (KBr pressed mass) [cm-1 at % transmission]: 3438 57%; 2969 47%; 2672 63%; 2593 59%; 2362 72%; 1751 10%; 1595 79%; 1475 54%; 1438 53%; 1329 54%; 1301 59%; 1222 11%; 1171 3%; 1135 29%; 1090 21%; 1032 10%; 993 60%; 956 78%; 906 82%; 886 83%; 866 74%; 830 64%; 783 83%; 753 27%; 724 76%; 698 48%; 676 21%; 650 71%; 623 73%; 597 76%; 567 47%; 480 69%; 461 76%; 421 78%. XRPD [Cu Kalpha1]: Angle [2Theta]: Relative intensity [%] 6.79 32 8.27 33 8.59 59 12.44 21 12.62 22 13.07 31 13.55 62 16.87 59 17.24 63 18.25 14 19.00 71 19.69 52 20.02 19 20.24 47 21.34 100 21.82 17 22.40 42 22.72 19 23.02 50 23.27 25 23.65 47 24.75 49 25.09 33 25.34 56 25.85 18 27.11 25 27.61 19 28.12 22 32.14 15 32.55 20 32.97 14 35.10 11 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In methanol; at 0 - 55℃; for 20h;Heating / reflux;Product distribution / selectivity; | Clopidogrel hydrogensulfate, m.p. ~ 184 C (1.78 g) was dissolved inmethanol (25 ml) at a temperature of 55 C and naphthalene 2-sulphonic acid sodium salt (1.15 g) was added. The reaction mixture was vigorously stirred at reflux for 12 hours, and then cooled in a refrigerator for 8 hrs. The reaction mixture was filtered, evaporated to dryness and crystallised from isopropanol. From the cloudy solution the inorganic salt was filtered off and the filtrate was allowed to cool to 0 C. The solid was collected, washed with diethyl ether and dried at 35 C in a vacuum oven for 12 hours to obtain 1.9 g of clopidogrel napsylate. |
A111444[ 113665-84-2 ]
(S)-Methyl 2-(2-chlorophenyl)-2-(6,7-dihydrothieno[3,2-c]pyridin-5(4H)-yl)acetate
Reason: Free-salt