IE44059L - Preparation of pesticidal benzyl esters. - Google Patents
Preparation of pesticidal benzyl esters.Info
- Publication number
- IE44059L IE44059L IE770426A IE42677A IE44059L IE 44059 L IE44059 L IE 44059L IE 770426 A IE770426 A IE 770426A IE 42677 A IE42677 A IE 42677A IE 44059 L IE44059 L IE 44059L
- Authority
- IE
- Ireland
- Prior art keywords
- water
- preparation
- pesticidal
- benzyl esters
- esters
- Prior art date
Links
- 230000000361 pesticidal effect Effects 0.000 title abstract 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 title 1
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 abstract 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 150000003935 benzaldehydes Chemical class 0.000 abstract 1
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzenecarboxaldehyde Natural products O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 150000004010 onium ions Chemical class 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- 239000003444 phase transfer catalyst Substances 0.000 abstract 1
- -1 phenoxy, phenylthio Chemical group 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/14—Preparation of carboxylic acid nitriles by reaction of cyanides with halogen-containing compounds with replacement of halogen atoms by cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Toxicology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The preparation of the esters of general formula I, having a pesticidal action, in which R is an optionally substituted alkyl or cycloalkyl group and A is a phenoxy, phenylthio or benzyl radical, is carried out by reacting a correspondingly substituted benzaldehyde with an acid halide of the formula R.CO.Hal in the presence of water, a water-soluble cyanide and a water-insoluble aprotic solvent. In accordance with the invention, the yield is increased by the presence of a phase-transfer catalyst, for example an onium compound. <IMAGE>
[FR2342960A1]
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB804676 | 1976-03-01 | ||
| GB804576 | 1976-03-01 | ||
| GB8044/76A GB1540632A (en) | 1976-03-01 | 1976-03-01 | Preparation of pesticidal benzyl esters |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE44059L true IE44059L (en) | 1977-09-01 |
| IE44059B1 IE44059B1 (en) | 1981-07-29 |
Family
ID=27255120
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE426/77A IE44059B1 (en) | 1976-03-01 | 1977-02-28 | Preparation of pesticidal benzyl esters |
Country Status (34)
| Country | Link |
|---|---|
| JP (1) | JPS6017781B2 (en) |
| AR (1) | AR227121A1 (en) |
| AT (1) | AT349454B (en) |
| AU (1) | AU507462B2 (en) |
| BG (1) | BG27893A3 (en) |
| BR (1) | BR7701218A (en) |
| CA (1) | CA1122224A (en) |
| CH (1) | CH632237A5 (en) |
| CS (1) | CS197286B2 (en) |
| DD (1) | DD128362A5 (en) |
| DE (1) | DE2708590C2 (en) |
| DK (1) | DK155882C (en) |
| EG (1) | EG13756A (en) |
| ES (1) | ES456367A1 (en) |
| FI (1) | FI65989C (en) |
| FR (1) | FR2342960A1 (en) |
| GR (1) | GR62438B (en) |
| HU (1) | HU181632B (en) |
| IE (1) | IE44059B1 (en) |
| IL (1) | IL51567A (en) |
| IN (1) | IN143789B (en) |
| IT (1) | IT1075420B (en) |
| LU (1) | LU76861A1 (en) |
| MX (1) | MX4513E (en) |
| NL (1) | NL190068C (en) |
| NO (1) | NO145234C (en) |
| NZ (1) | NZ183461A (en) |
| OA (1) | OA05582A (en) |
| PH (1) | PH13719A (en) |
| PT (1) | PT66242B (en) |
| RO (1) | RO71762A (en) |
| SE (1) | SE442633B (en) |
| SU (1) | SU685145A3 (en) |
| YU (1) | YU40667B (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1123003A (en) * | 1977-09-28 | 1982-05-04 | Arend Reinink | Preparation of alpha-cyanobenzyl esters |
| US4153626A (en) | 1977-12-14 | 1979-05-08 | Shell Oil Company | Preparation of α-cyanobenzyl esters |
| JPS54103831A (en) * | 1978-01-27 | 1979-08-15 | Sumitomo Chem Co Ltd | Separation of stereoisomers of higher active cyanoo33 phenoxybenzyl 22*44chlorophenyl**isovalerate |
| FR2416219A1 (en) * | 1978-01-31 | 1979-08-31 | Roussel Uclaf | ESTERS OF OPTICALLY ACTIVE SUBSTITUTE ACETIC ACID AND RACEMIC OR OPTICALLY ACTIVE SUBSTITUTE BENZYL ALCOHOL, HAVING INSECTICIDAL PROPERTIES, THEIR PREPARATION PROCESS AND THE COMPOSITIONS CONTAINING THEM |
| CA1142953A (en) * | 1979-04-03 | 1983-03-15 | Dale G. Brown | Process for the preparation of pesticidal esters of certain carboxylic acids using phase transfer catalysts |
| DE2936864A1 (en) * | 1979-09-12 | 1981-04-02 | Bayer Ag, 5090 Leverkusen | (+ -) - TRANS-3- (E, Z-2-CHLOR-2- (4-CHLORPHENYL) -VINYL) -, 2,2-DIMETHYL-CYCLOPROPAN-CARBONIC ACID - (+ -) - (ALPHA) -CYANO -3-PHENOXY-4-FLUOR-BENZYL) -ESTERS, THE INDIVIDUAL E- AND Z-ISOMERS, METHOD FOR THE PRODUCTION OF THESE COMPOUNDS AND THEIR USE AS EECTOPARASITICIDES |
| JPS6245083U (en) * | 1985-09-06 | 1987-03-18 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS515450B1 (en) * | 1971-06-29 | 1976-02-20 |
-
1977
- 1977-02-09 CA CA000271451A patent/CA1122224A/en not_active Expired
- 1977-02-25 NL NLAANVRAGE7702022,A patent/NL190068C/en not_active IP Right Cessation
- 1977-02-25 PH PH19496A patent/PH13719A/en unknown
- 1977-02-26 EG EG119/77A patent/EG13756A/en active
- 1977-02-28 IL IL51567A patent/IL51567A/en unknown
- 1977-02-28 IE IE426/77A patent/IE44059B1/en not_active IP Right Cessation
- 1977-02-28 IT IT20781/77A patent/IT1075420B/en active
- 1977-02-28 JP JP52020383A patent/JPS6017781B2/en not_active Expired
- 1977-02-28 BR BR7701218A patent/BR7701218A/en unknown
- 1977-02-28 FI FI770632A patent/FI65989C/en not_active IP Right Cessation
- 1977-02-28 AU AU22769/77A patent/AU507462B2/en not_active Expired
- 1977-02-28 RO RO7789558A patent/RO71762A/en unknown
- 1977-02-28 NZ NZ183461A patent/NZ183461A/en unknown
- 1977-02-28 CS CS771318A patent/CS197286B2/en unknown
- 1977-02-28 MX MX775480U patent/MX4513E/en unknown
- 1977-02-28 DE DE2708590A patent/DE2708590C2/en not_active Expired
- 1977-02-28 BG BG035547A patent/BG27893A3/en unknown
- 1977-02-28 DK DK087977A patent/DK155882C/en active
- 1977-02-28 HU HU77SE1856A patent/HU181632B/en unknown
- 1977-02-28 SU SU772455682A patent/SU685145A3/en active
- 1977-02-28 ES ES456367A patent/ES456367A1/en not_active Expired
- 1977-02-28 GR GR52866A patent/GR62438B/en unknown
- 1977-02-28 SE SE7702168A patent/SE442633B/en not_active IP Right Cessation
- 1977-02-28 NO NO770673A patent/NO145234C/en unknown
- 1977-02-28 PT PT66242A patent/PT66242B/en unknown
- 1977-02-28 LU LU76861A patent/LU76861A1/xx unknown
- 1977-02-28 AR AR266711A patent/AR227121A1/en active
- 1977-02-28 FR FR7705746A patent/FR2342960A1/en active Granted
- 1977-02-28 IN IN291/CAL/77A patent/IN143789B/en unknown
- 1977-02-28 AT AT132777A patent/AT349454B/en not_active IP Right Cessation
- 1977-02-28 YU YU534/77A patent/YU40667B/en unknown
- 1977-02-28 CH CH250677A patent/CH632237A5/en not_active IP Right Cessation
- 1977-02-28 DD DD7700197602A patent/DD128362A5/en unknown
- 1977-03-01 OA OA56084A patent/OA05582A/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK9A | Patent expired |