GB1073882A - Process for the preparation of biologically active 2,4-pentadienoic acid derivatives - Google Patents
Process for the preparation of biologically active 2,4-pentadienoic acid derivativesInfo
- Publication number
- GB1073882A GB1073882A GB15930/65A GB1593065A GB1073882A GB 1073882 A GB1073882 A GB 1073882A GB 15930/65 A GB15930/65 A GB 15930/65A GB 1593065 A GB1593065 A GB 1593065A GB 1073882 A GB1073882 A GB 1073882A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- hydroxy
- acid
- alkyl
- pentadienoic acid
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/08—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C403/00—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone
- C07C403/20—Derivatives of cyclohexane or of a cyclohexene or of cyclohexadiene, having a side-chain containing an acyclic unsaturated part of at least four carbon atoms, this part being directly attached to the cyclohexane or cyclohexene or cyclohexadiene rings, e.g. vitamin A, beta-carotene, beta-ionone having side-chains substituted by carboxyl groups or halides, anhydrides, or (thio)esters thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Epoxy Compounds (AREA)
Abstract
The invention comprises compounds of formula <FORM:1073882/C2/1> in which R, R1, R11 and R111 are H or C1- 4 alkyl, as well as a process for preparing the corresponding (1 - hydroxy - 4 - oxocyclohex - 2-enyl) pentadienoic acid (and its salts and esters) by reacting the (cyclohexa-1,3-dienyl)-pentadienoic acid with activated O2 to give the epidioxide (above) which is then rearranged under alkaline conditions. The hydroxy-oxo acid may be esterified, e.g. with CH2N2. In examples, R = R1 = R11 = R111 = Me. The oxidation step is preferably effected in presence of cosin, erythrosin, fluorescein or chlorophyll.ALSO:Growth of wheat is inhibited by application of a compound of formula <FORM:1073882/C1/1> or of the corresponding (1-hydroxy-4-oxocyclohex-2-enyl) pentadienoic acid, preferably as a composition with a carrier and/or surface-active agent. In the formula, R, R1, R11 and R111 are H or C1- 4 alkyl, preferably methyl. The active compound may be applied in aqueous solution buffered with sodium phosphate.ALSO:Plant growth is inhibited by treating grain and seeds with an epidioxide-containing unsaturated carboxylic acid having the formula: <FORM:1073882/A1-A3/1> or the re-arranged oxo-containing unsaturated carboxylic acid preferably dissolved in water or mixed with a carrier and/or surface-active agent. In the formula, R, R1, R11 and R111 are H or C1-4 alkyl, preferably methyl.
Priority Applications (11)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB15930/65A GB1073882A (en) | 1965-04-14 | 1965-04-14 | Process for the preparation of biologically active 2,4-pentadienoic acid derivatives |
BE679383D BE679383A (en) | 1965-04-14 | 1966-04-12 | |
FR57299A FR1475463A (en) | 1965-04-14 | 1966-04-12 | Process for the preparation of unsaturated carboxylic acids from their esters and their salts |
NL6604832A NL6604832A (en) | 1965-04-14 | 1966-04-12 | |
ES0325387A ES325387A1 (en) | 1965-04-14 | 1966-04-12 | Procedure for preparing insatured carboxylic acids. (Machine-translation by Google Translate, not legally binding) |
SE04962/66A SE330012B (en) | 1965-04-14 | 1966-04-12 | |
CH523566A CH476666A (en) | 1965-04-14 | 1966-04-12 | Process for the production of unsaturated carboxylic acids |
BR178653/66A BR6678653D0 (en) | 1965-04-14 | 1966-04-12 | PROCESS FOR THE PREPARATION OF Unsaturated CARBOXYLIC ACIDS OR THEIR ESTERS OR SALTS |
DE1593354A DE1593354C3 (en) | 1965-04-14 | 1966-04-12 | Process for the preparation of unsaturated carboxylic acids or their salts or esters |
IL25568A IL25568A (en) | 1965-04-14 | 1966-04-12 | Unsaturated carboxylic acids and esters and salts thereof,their preparation and use as plant growth regulating agents |
DK189366AA DK114477B (en) | 1965-04-14 | 1966-04-13 | Process for the preparation of 5- (1-hydroxy-4-oxo-2-cyclohexen-1-yl) -2,4-pentadienoic acids or esters or salts thereof. |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB15930/65A GB1073882A (en) | 1965-04-14 | 1965-04-14 | Process for the preparation of biologically active 2,4-pentadienoic acid derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1073882A true GB1073882A (en) | 1967-06-28 |
Family
ID=10068115
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB15930/65A Expired GB1073882A (en) | 1965-04-14 | 1965-04-14 | Process for the preparation of biologically active 2,4-pentadienoic acid derivatives |
Country Status (11)
Country | Link |
---|---|
BE (1) | BE679383A (en) |
BR (1) | BR6678653D0 (en) |
CH (1) | CH476666A (en) |
DE (1) | DE1593354C3 (en) |
DK (1) | DK114477B (en) |
ES (1) | ES325387A1 (en) |
FR (1) | FR1475463A (en) |
GB (1) | GB1073882A (en) |
IL (1) | IL25568A (en) |
NL (1) | NL6604832A (en) |
SE (1) | SE330012B (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2193091A (en) * | 1986-03-27 | 1988-02-03 | Univ Lancaster | Pharmaceutical preparations containing plant growth regulators having calcium agonist or antagonist activity |
EP0466353B1 (en) * | 1990-06-26 | 1995-08-30 | Toray Industries, Inc. | Composition for inhibiting flowering of plants and composition for prolonging duration of flowering of plants |
-
1965
- 1965-04-14 GB GB15930/65A patent/GB1073882A/en not_active Expired
-
1966
- 1966-04-12 IL IL25568A patent/IL25568A/en unknown
- 1966-04-12 NL NL6604832A patent/NL6604832A/xx unknown
- 1966-04-12 FR FR57299A patent/FR1475463A/en not_active Expired
- 1966-04-12 BE BE679383D patent/BE679383A/xx unknown
- 1966-04-12 SE SE04962/66A patent/SE330012B/xx unknown
- 1966-04-12 CH CH523566A patent/CH476666A/en not_active IP Right Cessation
- 1966-04-12 BR BR178653/66A patent/BR6678653D0/en unknown
- 1966-04-12 DE DE1593354A patent/DE1593354C3/en not_active Expired
- 1966-04-12 ES ES0325387A patent/ES325387A1/en not_active Expired
- 1966-04-13 DK DK189366AA patent/DK114477B/en unknown
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2193091A (en) * | 1986-03-27 | 1988-02-03 | Univ Lancaster | Pharmaceutical preparations containing plant growth regulators having calcium agonist or antagonist activity |
GB2193091B (en) * | 1986-03-27 | 1990-10-24 | Univ Lancaster | Compounds having calcium-regulatory activity |
EP0466353B1 (en) * | 1990-06-26 | 1995-08-30 | Toray Industries, Inc. | Composition for inhibiting flowering of plants and composition for prolonging duration of flowering of plants |
Also Published As
Publication number | Publication date |
---|---|
DK114477B (en) | 1969-07-07 |
DE1593354C3 (en) | 1975-09-25 |
IL25568A (en) | 1969-11-30 |
DE1593354A1 (en) | 1971-02-25 |
NL6604832A (en) | 1966-10-17 |
SE330012B (en) | 1970-11-02 |
CH476666A (en) | 1969-08-15 |
ES325387A1 (en) | 1967-05-01 |
BR6678653D0 (en) | 1973-09-20 |
DE1593354B2 (en) | 1975-02-13 |
BE679383A (en) | 1966-10-12 |
FR1475463A (en) | 1967-03-31 |
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