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CAS No. : | 64359-81-5 | MDL No. : | MFCD04034673 |
Formula : | C11H17Cl2NOS | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | PORQOHRXAJJKGK-UHFFFAOYSA-N |
M.W : | 282.23 | Pubchem ID : | 91688 |
Synonyms : |
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Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P280-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H332-H335 | Packing Group: | N/A |
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 |
---|---|---|
22% | With triethylamine In chlorobenzene | EXAMPLE 5 Reaction of N-Octylacrylamide with SM N-Octyl acrylamide (8.4 g; 0.046 moles) was mixed with triethylamine (26 g; 0.026 moles) and 18 ml. of chlorobenzene. To the mixture was added dropwise SM (0.156 moles); exotherming to about 100° C. was observed. The reactants were held for 19 hours at 125° C. A yield of 22percent of 4,5-dichloro-2-N-octylisothiazolone was obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
19% | Stage #1: for 9.5 h; Stage #2: at 40 - 45℃; for 15 h; |
Example 2 Preparation of N-n-octyl isothiazolinones (including N-n-octyl-4-isothiazolin-3-one (OIT) and N-n-octyl-4,5-dichloro-4-isothiazolin-3-one (DCOIT))The reaction scheme is as follows: 200 ml (330 g, 2.44 mol) of sulfuryl chloride was added into a 1,000 ml reaction flask, to which 648 g (1.5 mol) of N,N'-di-n-octyl-3,3'-dithiodipropionamide was then added for 6.5 hours (about 100 g per hour) under agitation. After 3 hours of reaction, chlorine was aerated into the reaction mixture at about 50 g per hour for 13 hours (about 650 g in total, 9.15 mol). When the temperature of the reaction mixture reached 40° C., the mixture was cooled with saline and maintained at a temperature of 40-45° C. After the aeration of chlorine was completed, the reaction mixture was stirred at the same temperature for 2 hours.The reaction mixture was washed with hot water at 50° C. in another 1,000 ml reaction flask till it became weakly acidic, and, if desired, sodium bicarbonate was used to neutralize excessive acid. The precipitate was recrystallized in methanol to give 190 g of DCOIT (purity >95percent). The recrystallization mother liquor was then extracted successively with petroleum ether and methanol to afford 61 g of OIT (purity >93percent, yield 19percent) and 49 g of DCOIT (purity >95percent). The total yield of DCOIT is 56.5percent. |
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