IL98742A - מתיל-2- )מתיל מותמר( -אלפא- )דימתוקסימתיל( -בנזנאצטט - Google Patents
מתיל-2- )מתיל מותמר( -אלפא- )דימתוקסימתיל( -בנזנאצטטInfo
- Publication number
- IL98742A IL98742A IL9874288A IL9874288A IL98742A IL 98742 A IL98742 A IL 98742A IL 9874288 A IL9874288 A IL 9874288A IL 9874288 A IL9874288 A IL 9874288A IL 98742 A IL98742 A IL 98742A
- Authority
- IL
- Israel
- Prior art keywords
- heteroaryl
- phenyl
- optionally substituted
- formula
- cycloalkyl
- Prior art date
Links
- -1 Methyl-2-(substituted methyl)-alpha-(dimethoxymethyl)-benzeneacetate Chemical class 0.000 title description 3
- 150000001875 compounds Chemical class 0.000 claims description 36
- 125000001072 heteroaryl group Chemical group 0.000 claims description 22
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005864 Sulphur Substances 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000004627 thianthrenyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3SC12)* 0.000 claims description 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000005954 phenoxathiinyl group Chemical group 0.000 claims 1
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 1
- WLJVXDMOQOGPHL-UHFFFAOYSA-N phenylacetic acid Chemical class OC(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-N 0.000 description 15
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 238000002360 preparation method Methods 0.000 description 11
- 239000000203 mixture Substances 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000543 intermediate Substances 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 238000005481 NMR spectroscopy Methods 0.000 description 4
- 125000002777 acetyl group Chemical class [H]C([H])([H])C(*)=O 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003153 chemical reaction reagent Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- XVTAQSGZOGYIEY-UHFFFAOYSA-N 3,4-dihydroisocoumarin Chemical class C1=CC=C2C(=O)OCCC2=C1 XVTAQSGZOGYIEY-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical group OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 238000010561 standard procedure Methods 0.000 description 2
- MSTDXOZUKAQDRL-UHFFFAOYSA-N 4-Chromanone Chemical compound C1=CC=C2C(=O)CCOC2=C1 MSTDXOZUKAQDRL-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- RTQWKOJNGPNUKM-UHFFFAOYSA-N S(=O)(=O)(O)O.C(C)[Mg]CC Chemical compound S(=O)(=O)(O)O.C(C)[Mg]CC RTQWKOJNGPNUKM-UHFFFAOYSA-N 0.000 description 1
- CHTNBCJIPGGLDC-UHFFFAOYSA-L S(=O)(=O)([O-])[O-].[K+].S(=O)(=O)(O)O.[Li+] Chemical compound S(=O)(=O)([O-])[O-].[K+].S(=O)(=O)(O)O.[Li+] CHTNBCJIPGGLDC-UHFFFAOYSA-L 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 229960003424 phenylacetic acid Drugs 0.000 description 1
- 239000003279 phenylacetic acid Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- UYLUJGRCKKSWHS-UHFFFAOYSA-N prop-1-en-1-one Chemical compound CC=C=O UYLUJGRCKKSWHS-UHFFFAOYSA-N 0.000 description 1
- 238000000425 proton nuclear magnetic resonance spectrum Methods 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB878702845A GB8702845D0 (en) | 1987-02-09 | 1987-02-09 | Fungicides |
| GB878710594A GB8710594D0 (en) | 1987-05-05 | 1987-05-05 | Fungicides |
| IL8512288A IL85122A (he) | 1987-02-09 | 1988-01-19 | תולדות מתיל 2-]2-)1-אלק)נ(יל מותמר(פניל[-3- מתוקסיפרופנואט, הכנתן ותכשירים קוטלי פטריות המכיליםאותן |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| IL98742A true IL98742A (he) | 1996-06-18 |
Family
ID=27263311
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL107289A IL107289A (en) | 1987-02-09 | 1988-01-19 | METHYL a(o-SUBSTITUTED PHENYL)-b-METHOXY- ACRYLATE DERIVATIVES, THEIR PREPARATION AND FUNGICIDAL COMPOSITIONS CONTAINING THEM |
| IL9874388A IL98743A (he) | 1987-02-09 | 1988-01-19 | חומרי ביניים מתיל-2-)מתיל מותמר( -אלפא-אוקסובנזנאצטט עבור קוטלי פטריות |
| IL9874288A IL98742A (he) | 1987-02-09 | 1988-01-19 | מתיל-2- )מתיל מותמר( -אלפא- )דימתוקסימתיל( -בנזנאצטט |
| IL98741A IL98741A (en) | 1987-02-09 | 1988-01-19 | Methyl 3-methoxy-2- ((2-chloromethyl or formyl) phenyl) acrylates |
| IL107289A IL107289A0 (en) | 1987-02-09 | 1993-10-14 | Methyl a-phenylacrylate derivatives, their preparation and fungicidal compositions containing them |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL107289A IL107289A (en) | 1987-02-09 | 1988-01-19 | METHYL a(o-SUBSTITUTED PHENYL)-b-METHOXY- ACRYLATE DERIVATIVES, THEIR PREPARATION AND FUNGICIDAL COMPOSITIONS CONTAINING THEM |
| IL9874388A IL98743A (he) | 1987-02-09 | 1988-01-19 | חומרי ביניים מתיל-2-)מתיל מותמר( -אלפא-אוקסובנזנאצטט עבור קוטלי פטריות |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL98741A IL98741A (en) | 1987-02-09 | 1988-01-19 | Methyl 3-methoxy-2- ((2-chloromethyl or formyl) phenyl) acrylates |
| IL107289A IL107289A0 (en) | 1987-02-09 | 1993-10-14 | Methyl a-phenylacrylate derivatives, their preparation and fungicidal compositions containing them |
Country Status (1)
| Country | Link |
|---|---|
| IL (5) | IL107289A (he) |
-
1988
- 1988-01-19 IL IL107289A patent/IL107289A/xx not_active IP Right Cessation
- 1988-01-19 IL IL9874388A patent/IL98743A/he not_active IP Right Cessation
- 1988-01-19 IL IL9874288A patent/IL98742A/he not_active IP Right Cessation
- 1988-01-19 IL IL98741A patent/IL98741A/xx not_active IP Right Cessation
-
1993
- 1993-10-14 IL IL107289A patent/IL107289A0/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IL107289A (en) | 1997-06-10 |
| IL98743A (he) | 1996-10-16 |
| IL98741A (en) | 1993-03-15 |
| IL107289A0 (en) | 1994-01-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FF | Patent granted | ||
| KB | Patent renewed | ||
| RH | Patent void | ||
| NE | Application for restoration - patent lapsed through non-payment of renewal fees (section 60, patents law, 5727-1967) | ||
| KB | Patent renewed | ||
| KB | Patent renewed | ||
| HC | Change of name of proprietor(s) | ||
| KB | Patent renewed | ||
| EXP | Patent expired |