NL8003737A - Halogeenaceetamiden en werkwijzen voor het bereiden van deze verbindingen en van preparaten die ze bevatten. - Google Patents

Halogeenaceetamiden en werkwijzen voor het bereiden van deze verbindingen en van preparaten die ze bevatten. Download PDF

Info

Publication number: NL8003737A
Authority: NL; Netherlands
Prior art keywords: formula; compounds; compound; process according; alkyl group
Prior art date: 1979-07-02

Application number

NL8003737A

Other languages

English (en)

Dutch (nl)

Original Assignee

Sandoz Ag

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1979-07-02

Filing date

1980-06-27

Publication date

1981-01-06

1980-06-27 Application filed by Sandoz Ag filed Critical Sandoz Ag

1981-01-06 Publication of NL8003737A publication Critical patent/NL8003737A/nl

Links

150000001875 compounds Chemical class 0.000 title claims description 59
238000000034 method Methods 0.000 title claims description 33
238000002360 preparation method Methods 0.000 title claims description 29
-1 HALOGEN ACETAMIDES Chemical class 0.000 title description 4
229910052736 halogen Inorganic materials 0.000 title 1
125000000217 alkyl group Chemical group 0.000 claims description 15
241000233866 Fungi Species 0.000 claims description 12
125000004432 carbon atom Chemical group C* 0.000 claims description 12
230000000855 fungicidal effect Effects 0.000 claims description 11
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 10
241000894006 Bacteria Species 0.000 claims description 9
230000000844 anti-bacterial effect Effects 0.000 claims description 9
239000002689 soil Substances 0.000 claims description 8
LSTRKXWIZZZYAS-UHFFFAOYSA-N 2-bromoacetyl bromide Chemical compound BrCC(Br)=O LSTRKXWIZZZYAS-UHFFFAOYSA-N 0.000 claims description 6
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 claims description 5
241000223218 Fusarium Species 0.000 claims description 5
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 5
241000233614 Phytophthora Species 0.000 claims description 3
241000231139 Pyricularia Species 0.000 claims description 3
241000233639 Pythium Species 0.000 claims description 3
241000222646 Stereum Species 0.000 claims description 3
241000082085 Verticillium <Phyllachorales> Species 0.000 claims description 3
239000000417 fungicide Substances 0.000 claims description 3
241000865903 Thielaviopsis Species 0.000 claims description 2
241000317942 Venturia <ichneumonid wasp> Species 0.000 claims description 2
239000003899 bactericide agent Substances 0.000 claims description 2
239000003795 chemical substances by application Substances 0.000 claims description 2
125000005843 halogen group Chemical group 0.000 claims description 2
238000004519 manufacturing process Methods 0.000 claims description 2
230000003032 phytopathogenic effect Effects 0.000 claims description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
125000004429 atom Chemical group 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
238000013329 compounding Methods 0.000 claims 1
150000001923 cyclic compounds Chemical class 0.000 claims 1
239000002552 dosage form Substances 0.000 claims 1
239000000203 mixture Substances 0.000 description 14
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 12
241000196324 Embryophyta Species 0.000 description 11
239000004480 active ingredient Substances 0.000 description 10
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 9
235000007688 Lycopersicon esculentum Nutrition 0.000 description 7
240000003768 Solanum lycopersicum Species 0.000 description 7
AFGORAFRNCMUJC-UHFFFAOYSA-N 2-bromo-n-cyclopropylacetamide Chemical compound BrCC(=O)NC1CC1 AFGORAFRNCMUJC-UHFFFAOYSA-N 0.000 description 5
229920000742 Cotton Polymers 0.000 description 4
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
DAOWJXCNVJBLNI-UHFFFAOYSA-N n-propylcyclopropanamine Chemical compound CCCNC1CC1 DAOWJXCNVJBLNI-UHFFFAOYSA-N 0.000 description 4
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 3
235000021536 Sugar beet Nutrition 0.000 description 3
244000301083 Ustilago maydis Species 0.000 description 3
239000000654 additive Substances 0.000 description 3
235000013339 cereals Nutrition 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
239000000428 dust Substances 0.000 description 3
239000007788 liquid Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000003415 peat Substances 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
QNFNAXISYDKEGW-UHFFFAOYSA-N 2-bromo-n-cyclopropyl-n-propylacetamide Chemical compound CCCN(C(=O)CBr)C1CC1 QNFNAXISYDKEGW-UHFFFAOYSA-N 0.000 description 2
ZPWIVSGEQGESFF-UHFFFAOYSA-N 2-chloro-n-cyclopropylacetamide Chemical compound ClCC(=O)NC1CC1 ZPWIVSGEQGESFF-UHFFFAOYSA-N 0.000 description 2
229920001817 Agar Polymers 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
241000593874 Chondrostereum purpureum Species 0.000 description 2
241000222199 Colletotrichum Species 0.000 description 2
241001120669 Colletotrichum lindemuthianum Species 0.000 description 2
HTJDQJBWANPRPF-UHFFFAOYSA-N Cyclopropylamine Chemical compound NC1CC1 HTJDQJBWANPRPF-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
241001330975 Magnaporthe oryzae Species 0.000 description 2
240000008790 Musa x paradisiaca Species 0.000 description 2
241001503951 Phoma Species 0.000 description 2
241000589516 Pseudomonas Species 0.000 description 2
241000589626 Pseudomonas syringae pv. tomato Species 0.000 description 2
241000918585 Pythium aphanidermatum Species 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
241000561282 Thielaviopsis basicola Species 0.000 description 2
HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
241001123669 Verticillium albo-atrum Species 0.000 description 2
241000589634 Xanthomonas Species 0.000 description 2
241000773771 Xanthomonas hortorum pv. pelargonii Species 0.000 description 2
239000002253 acid Substances 0.000 description 2
239000008272 agar Substances 0.000 description 2
235000021015 bananas Nutrition 0.000 description 2
238000009835 boiling Methods 0.000 description 2
UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 2
239000000969 carrier Substances 0.000 description 2
239000000975 dye Substances 0.000 description 2
239000000839 emulsion Substances 0.000 description 2
235000011868 grain product Nutrition 0.000 description 2
239000008187 granular material Substances 0.000 description 2
238000002844 melting Methods 0.000 description 2
230000008018 melting Effects 0.000 description 2
238000002156 mixing Methods 0.000 description 2
239000000843 powder Substances 0.000 description 2
235000017557 sodium bicarbonate Nutrition 0.000 description 2
229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
238000005507 spraying Methods 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
HBENZIXOGRCSQN-VQWWACLZSA-N (1S,2S,6R,14R,15R,16R)-5-(cyclopropylmethyl)-16-[(2S)-2-hydroxy-3,3-dimethylpentan-2-yl]-15-methoxy-13-oxa-5-azahexacyclo[13.2.2.12,8.01,6.02,14.012,20]icosa-8(20),9,11-trien-11-ol Chemical compound N1([C@@H]2CC=3C4=C(C(=CC=3)O)O[C@H]3[C@@]5(OC)CC[C@@]2([C@@]43CC1)C[C@@H]5[C@](C)(O)C(C)(C)CC)CC1CC1 HBENZIXOGRCSQN-VQWWACLZSA-N 0.000 description 1
PTMRDOLOEDPHLB-UHFFFAOYSA-N 2,3-dipentylphenol Chemical compound CCCCCC1=CC=CC(O)=C1CCCCC PTMRDOLOEDPHLB-UHFFFAOYSA-N 0.000 description 1
RFWFKVFEPOMIDA-UHFFFAOYSA-N 2-bromo-n-butyl-n-cyclopropylacetamide Chemical compound CCCCN(C(=O)CBr)C1CC1 RFWFKVFEPOMIDA-UHFFFAOYSA-N 0.000 description 1
JFQOMGDQRTYUNC-UHFFFAOYSA-N 2-bromo-n-cyclopropyl-n-ethylacetamide Chemical compound BrCC(=O)N(CC)C1CC1 JFQOMGDQRTYUNC-UHFFFAOYSA-N 0.000 description 1
GEJLORJRCZILIU-UHFFFAOYSA-N 2-bromo-n-cyclopropyl-n-methylacetamide Chemical compound BrCC(=O)N(C)C1CC1 GEJLORJRCZILIU-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 description 1
240000008067 Cucumis sativus Species 0.000 description 1
235000009849 Cucumis sativus Nutrition 0.000 description 1
241000223194 Fusarium culmorum Species 0.000 description 1
241000223195 Fusarium graminearum Species 0.000 description 1
241000223221 Fusarium oxysporum Species 0.000 description 1
241000879841 Fusarium oxysporum f. cubense Species 0.000 description 1
241000611205 Fusarium oxysporum f. sp. lycopersici Species 0.000 description 1
241000427940 Fusarium solani Species 0.000 description 1
235000008694 Humulus lupulus Nutrition 0.000 description 1
229920001732 Lignosulfonate Polymers 0.000 description 1
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
244000141359 Malus pumila Species 0.000 description 1
240000004658 Medicago sativa Species 0.000 description 1
235000017587 Medicago sativa ssp. sativa Nutrition 0.000 description 1
241000906049 Musicillium theobromae Species 0.000 description 1
GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 1
240000007594 Oryza sativa Species 0.000 description 1
235000007164 Oryza sativa Nutrition 0.000 description 1
241000208181 Pelargonium Species 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
241001149949 Phytophthora cactorum Species 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 1
235000015919 Ustilago maydis Nutrition 0.000 description 1
241000228452 Venturia inaequalis Species 0.000 description 1
206010052428 Wound Diseases 0.000 description 1
208000027418 Wounds and injury Diseases 0.000 description 1
241001668516 Xanthomonas citri subsp. malvacearum Species 0.000 description 1
240000008042 Zea mays Species 0.000 description 1
235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
239000003905 agrochemical Substances 0.000 description 1
150000008051 alkyl sulfates Chemical class 0.000 description 1
239000002518 antifoaming agent Substances 0.000 description 1
235000021016 apples Nutrition 0.000 description 1
238000009362 arboriculture Methods 0.000 description 1
239000003849 aromatic solvent Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
229910000085 borane Inorganic materials 0.000 description 1
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
239000012050 conventional carrier Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
235000005822 corn Nutrition 0.000 description 1
230000007797 corrosion Effects 0.000 description 1
238000005260 corrosion Methods 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
238000005859 coupling reaction Methods 0.000 description 1
YDEXUEFDPVHGHE-GGMCWBHBSA-L disodium;(2r)-3-(2-hydroxy-3-methoxyphenyl)-2-[2-methoxy-4-(3-sulfonatopropyl)phenoxy]propane-1-sulfonate Chemical compound [Na+].[Na+].COC1=CC=CC(C[C@H](CS([O-])(=O)=O)OC=2C(=CC(CCCS([O-])(=O)=O)=CC=2)OC)=C1O YDEXUEFDPVHGHE-GGMCWBHBSA-L 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000003814 drug Substances 0.000 description 1
238000001035 drying Methods 0.000 description 1
235000013399 edible fruits Nutrition 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000013022 formulation composition Substances 0.000 description 1
239000007789 gas Substances 0.000 description 1
150000008282 halocarbons Chemical class 0.000 description 1
238000000338 in vitro Methods 0.000 description 1
239000003112 inhibitor Substances 0.000 description 1
239000002054 inoculum Substances 0.000 description 1
239000002917 insecticide Substances 0.000 description 1
239000000543 intermediate Substances 0.000 description 1
NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
229910052622 kaolinite Inorganic materials 0.000 description 1
239000010687 lubricating oil Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
QONIUYZZEKLXQB-UHFFFAOYSA-N n-butan-2-ylcyclopropanamine Chemical compound CCC(C)NC1CC1 QONIUYZZEKLXQB-UHFFFAOYSA-N 0.000 description 1
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
JCGRNPRBHMFNHS-UHFFFAOYSA-N n-butylcyclopropanamine Chemical compound CCCCNC1CC1 JCGRNPRBHMFNHS-UHFFFAOYSA-N 0.000 description 1
ULEZWUGQDAQWPT-UHFFFAOYSA-N n-ethylcyclopropanamine Chemical compound CCNC1CC1 ULEZWUGQDAQWPT-UHFFFAOYSA-N 0.000 description 1
VEBLEROFGPOMPB-UHFFFAOYSA-N n-methylcyclopropanamine Chemical compound CNC1CC1 VEBLEROFGPOMPB-UHFFFAOYSA-N 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000003973 paint Substances 0.000 description 1
239000002245 particle Substances 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
239000004033 plastic Substances 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
230000002265 prevention Effects 0.000 description 1
239000000047 product Substances 0.000 description 1
RZWZRACFZGVKFM-UHFFFAOYSA-N propanoyl chloride Chemical compound CCC(Cl)=O RZWZRACFZGVKFM-UHFFFAOYSA-N 0.000 description 1
230000000069 prophylactic effect Effects 0.000 description 1
239000008262 pumice Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
229940043267 rhodamine b Drugs 0.000 description 1
235000009566 rice Nutrition 0.000 description 1
239000004576 sand Substances 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000012265 solid product Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000004575 stone Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
238000010998 test method Methods 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000004563 wettable powder Substances 0.000 description 1

Classifications

- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/04—Preparation of carboxylic acid amides from ketenes by reaction with ammonia or amines

Landscapes

Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Organic Chemistry (AREA)
Engineering & Computer Science (AREA)
Agronomy & Crop Science (AREA)
Pest Control & Pesticides (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

NL8003737A 1979-07-02 1980-06-27 Halogeenaceetamiden en werkwijzen voor het bereiden van deze verbindingen en van preparaten die ze bevatten. NL8003737A (nl)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date
US5393979A	1979-07-02	1979-07-02
US5393979		1979-07-02
US8855279A	1979-10-26	1979-10-26
US8855279		1979-10-26

Publications (1)

Publication Number	Publication Date
NL8003737A true NL8003737A (nl)	1981-01-06

Family

ID=26732414

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NL8003737A NL8003737A (nl)	1979-07-02	1980-06-27	Halogeenaceetamiden en werkwijzen voor het bereiden van deze verbindingen en van preparaten die ze bevatten.

Country Status (13)

Country	Link
KR (1)	KR830003402A (da)
AT (1)	ATA340680A (da)
AU (1)	AU5977780A (da)
BR (1)	BR8004100A (da)
CA (1)	CA1136648A (da)
DE (1)	DE3023766A1 (da)
DK (1)	DK282780A (da)
ES (1)	ES8107161A1 (da)
FR (1)	FR2460110A1 (da)
GB (1)	GB2055365B (da)
IL (1)	IL60437A0 (da)
IT (1)	IT8049132A0 (da)
NL (1)	NL8003737A (da)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
HU182177B (en) *	1980-08-13	1983-12-28	Eszakmagyar Vegyimuevek	Composition for influencing plant growth

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3532749A (en) *	1965-05-11	1970-10-06	Aldrich Chem Co Inc	N'-propargyl-n**2-cyclopropyl-ethylenediamines and the salts thereof
ES336244A1 (es) *	1966-02-01	1967-12-16	Monsanto Co	Procedimiento para preparar una composicion fitotoxica.

1980
- 1980-06-25 DE DE19803023766 patent/DE3023766A1/de not_active Withdrawn
- 1980-06-27 FR FR8014347A patent/FR2460110A1/fr not_active Withdrawn
- 1980-06-27 NL NL8003737A patent/NL8003737A/nl not_active Application Discontinuation
- 1980-06-27 GB GB8021230A patent/GB2055365B/en not_active Expired
- 1980-06-30 DK DK282780A patent/DK282780A/da not_active Application Discontinuation
- 1980-06-30 ES ES492941A patent/ES8107161A1/es not_active Expired
- 1980-06-30 CA CA000355093A patent/CA1136648A/en not_active Expired
- 1980-06-30 IL IL60437A patent/IL60437A0/xx unknown
- 1980-06-30 AU AU59777/80A patent/AU5977780A/en not_active Abandoned
- 1980-06-30 AT AT0340680A patent/ATA340680A/de not_active Application Discontinuation
- 1980-06-30 BR BR8004100A patent/BR8004100A/pt unknown
- 1980-07-01 KR KR1019800002605A patent/KR830003402A/ko not_active Withdrawn
- 1980-07-01 IT IT8049132A patent/IT8049132A0/it unknown

Also Published As

Publication number	Publication date
ES492941A0 (es)	1981-10-01
GB2055365A (en)	1981-03-04
IT8049132A0 (it)	1980-07-01
FR2460110A1 (fr)	1981-01-23
DK282780A (da)	1981-01-03
IL60437A0 (en)	1980-09-16
ES8107161A1 (es)	1981-10-01
KR830003402A (ko)	1983-06-20
ATA340680A (de)	1983-06-15
GB2055365B (en)	1983-07-06
BR8004100A (pt)	1981-01-21
AU5977780A (en)	1981-01-15
CA1136648A (en)	1982-11-30
DE3023766A1 (de)	1981-01-15

Legal Events

Date	Code	Title	Description
1984-02-01	BV	The patent application has lapsed

Publication	Publication Date	Title
US2429096A (en)	1947-10-14	Pyridine-2-thiol and 2,2'-dithiodipyridine as fungicides
NO144962B (no)	1981-09-07	Mikrobicid virksomme n-halogenacyl-anilineddiksyrestere og anvendelse av samme for bekjempelse av phytopatogene sopper
US3551574A (en)	1970-12-29	Methods of combatting fungi using hydroaromatic hydroxamic acids
NL8003737A (nl)	1981-01-06	Halogeenaceetamiden en werkwijzen voor het bereiden van deze verbindingen en van preparaten die ze bevatten.
US3088817A (en)	1963-05-07	Method of controlling undesirable plant growth
US4740524A (en)	1988-04-26	Alpha-halopyruvate oxime
US2430722A (en)	1947-11-11	Derivatives of chlorinated quinones as fungicides
US3833735A (en)	1974-09-03	Germicidal use of 2,3,3-tri-iodoallylalcohol
JPS6368505A (ja)	1988-03-28	農業用殺虫殺菌組成物
US4879314A (en)	1989-11-07	Dihaloformaldoxime
JPS6327407A (ja)	1988-02-05	農園芸用殺菌組成物
JPS6345253A (ja)	1988-02-26	イソインド−ル誘導体、その製造方法及び選択的除草剤
US3272695A (en)	1966-09-13	Vinyl-sulphonic acid ester fungicides
US3145137A (en)	1964-08-18	Alkanoylamidoalkyleneamines and their quaternary ammonium salts as fungicides
US2973297A (en)	1961-02-28	Fungicidal quaternary ammonium salts of dithiocarbamic acids
US2429095A (en)	1947-10-14	Primary aminoaryl mercaptans and di-(primary aminoaryl) disulfides as fungicides
US3637800A (en)	1972-01-25	Polychloro- or bromomucononitrile
FR2609713A1 (fr)	1988-07-22	Nouveaux derives d'esters d'acide carbamique, compositions pesticides les contenant et procede pour les preparer
JP3624209B2 (ja)	2005-03-02	農園芸用殺菌剤
KR810000835B1 (ko)	1981-08-07	피라졸 유도체의 제법
EP0180854B1 (en)	1988-06-22	Chloroacetate derivatives and germicides
US3856502A (en)	1974-12-24	Method for stimulation of plant growth
US3720769A (en)	1973-03-13	Fungicidal sulfinylcyanoisothiazoles
JPS6372608A (ja)	1988-04-02	農園芸用殺虫殺菌組成物
US2435500A (en)	1948-02-03	2, 3-epoxy-1, 2, 3, 4-tetrahydronaphthalenedione-1, 4 as parasiticidal preparations