GB1314089A - Phenyl acrylate derivatives and their antifungal uses - Google Patents
Phenyl acrylate derivatives and their antifungal usesInfo
- Publication number
- GB1314089A GB1314089A GB1314089DA GB1314089A GB 1314089 A GB1314089 A GB 1314089A GB 1314089D A GB1314089D A GB 1314089DA GB 1314089 A GB1314089 A GB 1314089A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acrylate
- compounds
- phenyl acrylate
- acrylate derivatives
- dichloro
- 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
- 230000000843 anti-fungal effect Effects 0.000 title abstract 2
- 229940121375 antifungal agent Drugs 0.000 title abstract 2
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical class C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- PKJZBAPPPMTNFR-UHFFFAOYSA-N (2,4,6-trichlorophenyl) prop-2-enoate Chemical compound ClC1=CC(Cl)=C(OC(=O)C=C)C(Cl)=C1 PKJZBAPPPMTNFR-UHFFFAOYSA-N 0.000 abstract 1
- BYLSFMWKDAWFQH-UHFFFAOYSA-N (2,4-dichloro-3,5-dimethylphenyl) prop-2-enoate Chemical compound C(C=C)(=O)OC1=C(C(=C(C(=C1)C)Cl)C)Cl BYLSFMWKDAWFQH-UHFFFAOYSA-N 0.000 abstract 1
- CBVVBUBADASQPL-UHFFFAOYSA-N (2,4-dichlorophenyl) prop-2-enoate Chemical compound ClC1=CC=C(OC(=O)C=C)C(Cl)=C1 CBVVBUBADASQPL-UHFFFAOYSA-N 0.000 abstract 1
- GVMOEGHDGIFAGS-UHFFFAOYSA-N (2,6-dichlorophenyl) prop-2-enoate Chemical compound C(C=C)(=O)OC1=C(C=CC=C1Cl)Cl GVMOEGHDGIFAGS-UHFFFAOYSA-N 0.000 abstract 1
- HIJNGEMCTKAHIV-UHFFFAOYSA-N (4-chloro-3,5-dimethylphenyl) prop-2-enoate Chemical compound C(C=C)(=O)OC1=CC(=C(C(=C1)C)Cl)C HIJNGEMCTKAHIV-UHFFFAOYSA-N 0.000 abstract 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 230000000855 fungicidal effect Effects 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- LPFFOKXKUJDCAE-UHFFFAOYSA-N methyl 3,5-dichloro-4-prop-2-enoyloxybenzoate Chemical compound COC(=O)C1=CC(Cl)=C(OC(=O)C=C)C(Cl)=C1 LPFFOKXKUJDCAE-UHFFFAOYSA-N 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
- C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
- C07C69/54—Acrylic acid esters; Methacrylic acid esters
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1314089 Phenyl acrylate derivatives and their antifungal uses ASPRO-NICHOLAS Ltd 21 May 1971 [21 May 1970] 24743/70 Heading C2C The invention comprises compounds of formula wherein R represents at least one electrophilic substituent, R 1 represents hydrogen, -CH 3 or -C 2 H 5 ; R 2 represents hydrogen, carboxy or (C 1-6 ) alkoxycarbonyl; and R 3 represents at least one of hydrogen, (C 1-6 ) alkyl and (C 1-6 )- alkoxy. These compounds may be prepared by treating a corresponding phenol with a compound of formula CH 2 =CR 1 CO halogen or (CH 2 =CR 1 CO) 2 O, wherein R 1 is the same as above. The following compounds are prepared in the examples:-methyl 3-chloro-4-acryloxybenzoate; 3,5-dimethyl-4-chlorophenyl acrylate; 3,5 - dimethyl - 2,4 - dichlorophenyl acrylate; 2,6 - dichloro - phenyl acrylate; 2,4- dichlorophenyl acrylate; methyl 3,5-dichloro- 4 - acryloxy - benzoate; and 2,4,6 - trichlorophenyl acrylate. These compounds are reported to have fungicidal properties.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2474372A GB1320010A (en) | 1969-10-03 | 1970-05-21 | Crystal vibrator |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1314089A true GB1314089A (en) | 1973-04-18 |
Family
ID=10216560
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1314089D Expired GB1314089A (en) | 1970-05-21 | 1970-05-21 | Phenyl acrylate derivatives and their antifungal uses |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1314089A (en) |
-
1970
- 1970-05-21 GB GB1314089D patent/GB1314089A/en not_active Expired
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |