GB1290662A - - Google Patents
Info
- Publication number
- GB1290662A GB1290662A GB1290662DA GB1290662A GB 1290662 A GB1290662 A GB 1290662A GB 1290662D A GB1290662D A GB 1290662DA GB 1290662 A GB1290662 A GB 1290662A
- Authority
- GB
- United Kingdom
- Prior art keywords
- reaction
- alkoxy
- alkyl
- fluorine
- fluoropyridazines
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 238000006243 chemical reaction Methods 0.000 abstract 7
- 229910052731 fluorine Inorganic materials 0.000 abstract 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 239000011737 fluorine Chemical group 0.000 abstract 2
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 abstract 2
- XTKMAPVHLBPKPE-UHFFFAOYSA-N 3,4,5,6-tetrachloropyridazine Chemical compound ClC1=NN=C(Cl)C(Cl)=C1Cl XTKMAPVHLBPKPE-UHFFFAOYSA-N 0.000 abstract 1
- WZGAMTYFRMRZNL-UHFFFAOYSA-N 3,4,5,6-tetrafluoropyridazine Chemical compound FC1=NN=C(F)C(F)=C1F WZGAMTYFRMRZNL-UHFFFAOYSA-N 0.000 abstract 1
- JOSLQLBJJDFBCQ-UHFFFAOYSA-N 3-fluoropyridazine Chemical compound FC1=CC=CN=N1 JOSLQLBJJDFBCQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000003723 Smelting Methods 0.000 abstract 1
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 150000004703 alkoxides Chemical class 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 abstract 1
- 239000011260 aqueous acid Substances 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 230000000361 pesticidal effect Effects 0.000 abstract 1
- 235000003270 potassium fluoride Nutrition 0.000 abstract 1
- 239000011698 potassium fluoride Substances 0.000 abstract 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical class C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/14—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members 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
- C07D237/14—Oxygen atoms
- C07D237/16—Two oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyridine Compounds (AREA)
Abstract
1290662 Fluoropyridazines IMPERIAL SMELTING CORP (NSC) Ltd 16 Sept 1969 [25 Sept 1968] 45573/68 Heading C2C Various fluoropyridazines of formula wherein each Y is hydrogen, fluorine, C 1-6 alkyl or C 1-6 alkoxy, at least one Y being fluorine and, in the case of the first formula, at least one Y being alkoxy, and E is hydrogen or C 1-6 alkyl, are prepared by (a) replacement of a fluorine atom by a methoxy group in the 3- and/or 6- position by reaction with an alkanol under strongly acidic conditions, or in the 4- and/or 5- position by reaction with an alkoxide, (b) conversion of a fluorine atom in the 6-position to a keto group by reaction with aqueous acid, (c) reaction of a 6-fluoropyridazine with a trialkoxy-tetrafluoroborate and treating the pyridazinium salt obtained with water, or (d) reaction of a 1-H-pyridaz-6-one with a diazoalkane to produce a 6-alkoxy-pyridazine and/or a 1-alkyl-pyridaz-6-one. The products have fungicidal, bactericidal and pesticidal activity. Tetrafluoropyridazine is prepared by reaction of tetrachloropyridazine and potassium fluoride. Reference has been directed by the Comptroller to Specification 1,163,582.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4557368 | 1968-09-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1290662A true GB1290662A (en) | 1972-09-27 |
Family
ID=10437712
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1290662D Expired GB1290662A (en) | 1968-09-25 | 1968-09-25 |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE739398A (en) |
| DE (1) | DE1948550A1 (en) |
| FR (1) | FR2019493A1 (en) |
| GB (1) | GB1290662A (en) |
| NL (1) | NL6914522A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4083713A (en) * | 1975-03-14 | 1978-04-11 | Rohm And Haas Company | Selective herbicidal activity of fluoroaminopyridazines |
| US4263297A (en) * | 1977-10-20 | 1981-04-21 | Olin Corporation | 3-Lower alkoxy-6-trichloromethylpyridazines and their use as fungicides |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3229325A1 (en) * | 1982-08-06 | 1984-02-09 | Basf Ag, 6700 Ludwigshafen | SUBSTITUTED 4-FLUORPYRIDAZ-6-ONE |
-
1968
- 1968-09-25 GB GB1290662D patent/GB1290662A/en not_active Expired
-
1969
- 1969-09-24 NL NL6914522A patent/NL6914522A/xx unknown
- 1969-09-25 FR FR6932818A patent/FR2019493A1/fr not_active Withdrawn
- 1969-09-25 DE DE19691948550 patent/DE1948550A1/en active Pending
- 1969-09-25 BE BE739398D patent/BE739398A/xx unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4083713A (en) * | 1975-03-14 | 1978-04-11 | Rohm And Haas Company | Selective herbicidal activity of fluoroaminopyridazines |
| US4263297A (en) * | 1977-10-20 | 1981-04-21 | Olin Corporation | 3-Lower alkoxy-6-trichloromethylpyridazines and their use as fungicides |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1948550A1 (en) | 1970-04-02 |
| BE739398A (en) | 1970-03-02 |
| FR2019493A1 (en) | 1970-07-03 |
| NL6914522A (en) | 1970-03-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |