NO316903B1 - Mikrobicide triazolylderivater samt deres fremstilling - Google Patents

Info

Publication number

NO316903B1

NO316903B1 NO19972215A NO972215A NO316903B1 NO 316903 B1 NO316903 B1 NO 316903B1 NO 19972215 A NO19972215 A NO 19972215A NO 972215 A NO972215 A NO 972215A NO 316903 B1 NO316903 B1 NO 316903B1

Authority

NO

Norway

Prior art keywords

carbon atoms

formula

halogen

substituted

diluent

Prior art date

1994-11-21

Links

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• 238000002360 preparation method Methods 0.000 title claims description 20
• 125000001425 triazolyl group Chemical group 0.000 title claims description 15
• 230000003641 microbiacidal effect Effects 0.000 title description 4
• 238000000034 method Methods 0.000 claims description 59
• -1 diaryl disulfides Chemical class 0.000 claims description 54
• 125000004432 carbon atom Chemical group C* 0.000 claims description 39
• 150000001875 compounds Chemical class 0.000 claims description 39
• 239000002253 acid Substances 0.000 claims description 31
• 150000003839 salts Chemical class 0.000 claims description 30
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
• 239000003085 diluting agent Substances 0.000 claims description 20
• 239000000460 chlorine Chemical group 0.000 claims description 18
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 17
• 125000000217 alkyl group Chemical group 0.000 claims description 17
• 229910052801 chlorine Chemical group 0.000 claims description 17
• 229910052751 metal Chemical class 0.000 claims description 17
• 239000002184 metal Chemical class 0.000 claims description 17
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 16
• 239000011737 fluorine Substances 0.000 claims description 14
• 229910052731 fluorine Inorganic materials 0.000 claims description 14
• 229910052736 halogen Inorganic materials 0.000 claims description 14
• 150000002367 halogens Chemical class 0.000 claims description 14
• 239000007800 oxidant agent Substances 0.000 claims description 13
• 125000005843 halogen group Chemical group 0.000 claims description 12
• 125000001424 substituent group Chemical group 0.000 claims description 10
• 239000011593 sulfur Substances 0.000 claims description 9
• 229910052717 sulfur Inorganic materials 0.000 claims description 9
• 125000003118 aryl group Chemical group 0.000 claims description 8
• 125000001188 haloalkyl group Chemical group 0.000 claims description 8
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
• WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 7
• GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 7
• 229910052794 bromium Inorganic materials 0.000 claims description 7
• 239000012286 potassium permanganate Substances 0.000 claims description 7
• HJEVQOSZWIDFQJ-UHFFFAOYSA-N 2-(2h-triazol-4-yl)ethanol Chemical class OCCC1=CNN=N1 HJEVQOSZWIDFQJ-UHFFFAOYSA-N 0.000 claims description 6
• MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical group N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 claims description 5
• 150000002366 halogen compounds Chemical class 0.000 claims description 5
• 125000003884 phenylalkyl group Chemical group 0.000 claims description 5
• 239000011230 binding agent Substances 0.000 claims description 4
• 125000001153 fluoro group Chemical group F* 0.000 claims description 4
• 125000004438 haloalkoxy group Chemical group 0.000 claims description 4
• 125000003545 alkoxy group Chemical group 0.000 claims description 3
• 238000009835 boiling Methods 0.000 claims description 3
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
• 125000004666 alkoxyiminoalkyl group Chemical group 0.000 claims description 2
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 2
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
• PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
• 125000003107 substituted aryl group Chemical group 0.000 claims description 2
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• 125000004429 atom Chemical group 0.000 claims 1
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• 238000006243 chemical reaction Methods 0.000 description 19
• 238000012360 testing method Methods 0.000 description 18
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• MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 12
• 239000002585 base Substances 0.000 description 12
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• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
• 230000000694 effects Effects 0.000 description 6
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• PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 5
• 229960000583 acetic acid Drugs 0.000 description 5
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 5
• 239000008187 granular material Substances 0.000 description 5
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
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• 238000001953 recrystallisation Methods 0.000 description 5
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• 235000011152 sodium sulphate Nutrition 0.000 description 5
• 238000001228 spectrum Methods 0.000 description 5
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• 239000002023 wood Substances 0.000 description 5
• NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
• RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical class [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
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