IL29604A - The preparation of 3-isothiazolones and 3-hydroxyisothiazoles - Google Patents
The preparation of 3-isothiazolones and 3-hydroxyisothiazolesInfo
- Publication number
- IL29604A IL29604A IL2960468A IL2960468A IL29604A IL 29604 A IL29604 A IL 29604A IL 2960468 A IL2960468 A IL 2960468A IL 2960468 A IL2960468 A IL 2960468A IL 29604 A IL29604 A IL 29604A
- Authority
- IL
- Israel
- Prior art keywords
- tho
- process according
- halogen
- substituted
- preparation
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title description 12
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical class O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 title description 3
- 238000000034 method Methods 0.000 claims description 16
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- -1 carbon halogen Chemical class 0.000 claims description 4
- 238000007363 ring formation reaction Methods 0.000 claims description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 9
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical class O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 6
- YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 6
- 230000002140 halogenating effect Effects 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 150000001875 compounds Chemical class 0.000 description 4
- 150000003839 salts Chemical class 0.000 description 4
- 239000002002 slurry Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000012066 reaction slurry Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 230000026030 halogenation Effects 0.000 description 2
- 238000005658 halogenation reaction Methods 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- ZLTPDFXIESTBQG-UHFFFAOYSA-N isothiazole Chemical compound C=1C=NSC=1 ZLTPDFXIESTBQG-UHFFFAOYSA-N 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D275/00—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings
- C07D275/02—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings
- C07D275/03—Heterocyclic compounds containing 1,2-thiazole or hydrogenated 1,2-thiazole rings not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Thiazole And Isothizaole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US62177067A | 1967-03-09 | 1967-03-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL29604A true IL29604A (en) | 1972-09-28 |
Family
ID=24491559
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL2960468A IL29604A (en) | 1967-03-09 | 1968-03-08 | The preparation of 3-isothiazolones and 3-hydroxyisothiazoles |
Country Status (7)
| Country | Link |
|---|---|
| BE (1) | BE711881A (en)van) |
| CH (1) | CH490411A (en)van) |
| DE (1) | DE1695668C3 (en)van) |
| FR (1) | FR1555415A (en)van) |
| GB (1) | GB1224661A (en)van) |
| IL (1) | IL29604A (en)van) |
| NL (1) | NL160264C (en)van) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5068338A (en) * | 1982-06-01 | 1991-11-26 | Rohm And Haas Company | Process for nitrosamine-free sabilized isothiazolones |
| US4939266A (en) * | 1982-06-01 | 1990-07-03 | Rohm And Haas Company | Nitrosamine-free 3-isothiazolone |
| CN112110871A (zh) * | 2020-11-03 | 2020-12-22 | 大连百傲化学股份有限公司 | 一种3-异噻唑啉酮类化合物的制备方法 |
| CN115707691A (zh) * | 2021-08-20 | 2023-02-21 | 张家港市国泰华荣化工新材料有限公司 | 苯氧甲基-1,4,2-二恶唑-5-酮及其制备方法 |
-
1968
- 1968-02-17 DE DE1968R0048028 patent/DE1695668C3/de not_active Expired
- 1968-03-05 NL NL6803119A patent/NL160264C/xx not_active IP Right Cessation
- 1968-03-08 IL IL2960468A patent/IL29604A/en unknown
- 1968-03-08 FR FR1555415D patent/FR1555415A/fr not_active Expired
- 1968-03-08 BE BE711881D patent/BE711881A/xx not_active IP Right Cessation
- 1968-03-08 GB GB1147968A patent/GB1224661A/en not_active Expired
- 1968-03-08 CH CH345068A patent/CH490411A/fr not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE1695668B2 (de) | 1978-07-06 |
| FR1555415A (en)van) | 1969-01-24 |
| DE1695668A1 (de) | 1971-04-22 |
| NL160264B (nl) | 1979-05-15 |
| GB1224661A (en) | 1971-03-10 |
| BE711881A (en)van) | 1968-09-09 |
| NL160264C (nl) | 1979-10-15 |
| CH490411A (fr) | 1970-05-15 |
| NL6803119A (en)van) | 1968-09-10 |
| DE1695668C3 (de) | 1979-03-08 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US2392505A (en) | Monochlorohydantions and salts thereof | |
| US3849430A (en) | Process for the preparation of 3-isothiazolones and 3-hydroxyisothiazoles | |
| EP0081462B1 (de) | Wasserlösliche Zink- und Aluminiumphthalocyanine und deren Verwendung als Photoaktivatoren | |
| IL29604A (en) | The preparation of 3-isothiazolones and 3-hydroxyisothiazoles | |
| DE69403165T2 (de) | Verfahren zur Herstellung 1-substituierte-5(4H)-Tetrazolinone | |
| DE2065446A1 (de) | Jodierungsverfahren organischer verbindungen | |
| DE1542970A1 (de) | Neue herbicide Mittel | |
| DE915809C (de) | Verfahren zur Herstellung von heterocyclischen Sulfonamiden | |
| DE2855279C2 (de) | Cheliertes 1,8-Naphthyridinderivat, Verfahren zu seiner Herstellung und Verfahren zur Herstellung von 1,8-Naphthyridinderivaten | |
| DE69911348T2 (de) | Herstellung von Derivaten von 2-Aminothiazol Hydrobromid Z-Isomeren | |
| McLean et al. | 66. Reactions of certain thiazoles and glyoxalines with picryl chloride and 2: 4-dinitrochlorobenzene | |
| US2186419A (en) | Process for the manufacture of mercaptothiazoles | |
| DE2252323C3 (de) | 3,6-Dialkyl-23-dihydro-2,9-dioxo-6H,9H-thiazolo [5,4-fj chinolin-e-carbonyl- Derivate, Verfahren zu ihrer Herstellung und ihre Verwendung als Bakterizide | |
| EP0012725B1 (de) | Chinoxalin-Di-N-oxid-Derivate, Verfahren zu ihrer Herstellung, Mittel diese enthaltend und ihre Verwendung | |
| JP4272838B2 (ja) | ハロゲン化合物の製造方法 | |
| USRE23701E (en) | Substituted piperazines and method | |
| DE1121052B (de) | Verfahren zur Herstellung von 4, 5-substituierten 2-Amino-oxazolen | |
| US3751424A (en) | Thiazolium compound | |
| US3336329A (en) | Metal salt complex | |
| US2779785A (en) | Halogenated phenyl-salicylic acids | |
| US2945062A (en) | N-lower-alkyl-n-nitroso-3, 5-dinitro-o-toluamides | |
| DE1695533B2 (de) | Verfahren zur herstellung von 2benzothiazolsulfenamiden | |
| US4200743A (en) | Preparation of 1-cyano-2,1,3-benzothiadiazinones | |
| DE2313573A1 (de) | 7-mercapto- oder 7-thiobenzothiadiazinderivate und verfahren zu ihrer herstellung | |
| DE1670921A1 (de) | Verfahren zur Herstellung von 3-Acylamino-1,2-benzisothiazolen |