CA2207002A1 - The preparation of halomethylbenzoyl cyanides - Google Patents
The preparation of halomethylbenzoyl cyanidesInfo
- Publication number
- CA2207002A1 CA2207002A1 CA002207002A CA2207002A CA2207002A1 CA 2207002 A1 CA2207002 A1 CA 2207002A1 CA 002207002 A CA002207002 A CA 002207002A CA 2207002 A CA2207002 A CA 2207002A CA 2207002 A1 CA2207002 A1 CA 2207002A1
- Authority
- CA
- Canada
- Prior art keywords
- formula
- methyl benzoyl
- halogenated methyl
- cyanides
- preparation
- 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.)
- Granted
Links
- 150000002825 nitriles Chemical class 0.000 title 1
- WYXWANVHOUGOBI-UHFFFAOYSA-N 2-methylbenzoyl cyanide Chemical class CC1=CC=CC=C1C(=O)C#N WYXWANVHOUGOBI-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- GPZXFICWCMCQPF-UHFFFAOYSA-N 2-methylbenzoyl chloride Chemical class CC1=CC=CC=C1C(Cl)=O GPZXFICWCMCQPF-UHFFFAOYSA-N 0.000 abstract 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- 239000002841 Lewis acid Substances 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 125000005997 bromomethyl group Chemical group 0.000 abstract 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000013067 intermediate product Substances 0.000 abstract 1
- 150000007517 lewis acids Chemical class 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 239000003223 protective agent Substances 0.000 abstract 1
- 238000003786 synthesis reaction Methods 0.000 abstract 1
Classifications
-
- 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
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
A process is disclosed for preparing halogenated methyl benzoyl cyanides having the formula (I): PH-CO-CN, in which Ph stands for a phenyl rest substituted by chloromethyl or bromomethyl that may optionally carry 1-4 other rests, from halogenated methyl benzoyl chlorides having the formula (II): PH-CO-Cl. The compound having the formula (II) is reacted with a cyanide-releasing compound in the presence of a Lewis acid, optionally in an inert organic solvent or diluent, and the product obtained by this process is then isolated. The halogenated methyl benzoyl cyanides having the formula (I) are important intermediate products for the synthesis of plant protective agents.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEP4441824.8 | 1994-11-24 | ||
| DE4441824 | 1994-11-24 | ||
| PCT/EP1995/004463 WO1996016023A1 (en) | 1994-11-24 | 1995-11-14 | Process for preparing halogenated methyl benzoyl cyanides |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2207002A1 true CA2207002A1 (en) | 1996-05-30 |
| CA2207002C CA2207002C (en) | 2007-01-23 |
Family
ID=37684359
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002207002A Expired - Fee Related CA2207002C (en) | 1994-11-24 | 1995-11-14 | The preparation of halomethylbenzoyl cyanides |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA2207002C (en) |
-
1995
- 1995-11-14 CA CA002207002A patent/CA2207002C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2207002C (en) | 2007-01-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed | ||
| MKLA | Lapsed |
Effective date: 20121114 |