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[ CAS No. 64359-81-5 ] {[proInfo.proName]}

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Product Details of [ 64359-81-5 ]

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 :

Safety of [ 64359-81-5 ]

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
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Application In Synthesis of [ 64359-81-5 ]

* 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.

  • Upstream synthesis route of [ 64359-81-5 ]
  • Downstream synthetic route of [ 64359-81-5 ]

[ 64359-81-5 ] Synthesis Path-Upstream   1~3

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YieldReaction ConditionsOperation 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.
Reference: [1] Patent: US4861896, 1989, A,
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YieldReaction ConditionsOperation 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.
Reference: [1] Patent: US2008/227986, 2008, A1, . Location in patent: Page/Page column 3
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Reference: [1] Journal of Heterocyclic Chemistry, 1977, vol. 14, p. 627 - 630
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Isothiazoles

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