GB1207725A - Nitrocyanobenzene derivatives and fungicidal compositions containing the same - Google Patents
Nitrocyanobenzene derivatives and fungicidal compositions containing the sameInfo
- Publication number
- GB1207725A GB1207725A GB987968A GB987968A GB1207725A GB 1207725 A GB1207725 A GB 1207725A GB 987968 A GB987968 A GB 987968A GB 987968 A GB987968 A GB 987968A GB 1207725 A GB1207725 A GB 1207725A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dicyano
- converted
- nitro
- compound
- dicarboxylic 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
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/50—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings
- C07C255/51—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of non-condensed six-membered aromatic rings containing at least two cyano groups bound to the carbon skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1,207,725. Halogenated cyano nitro-benzenes. C. A. CLARK (Philips Gloeilampenfabriken N.V.). 29 Feb., 1968, No. 9879/68. Heading C2C. [Also in Division A5] The invention relates to halogenated cyano nitro-benzenes of the general formula in which Hlg is a fluorine atom, a chlorine atom or a bromine atom, and n has the value 1, 2 or 3. Compounds claimed per se are 2,6 - dichloro - 1,3 - dicyano - 5 - nitrobenzene, 2,4,6 - trichloro - 1,3 - dicyano - 5 - nitrobenzene, 1,3 - dicyano - 4,6 - dichloro - 5 - nitrobenzene, 1,3 - dicyano - 2 - nitro - 5 - chlorobenzene and 1,3 - dicyano - 2,4,5 - trifluoro - 6 - nitro - benzene. The compounds may be prepared by; (1) converting the corresponding dicarboxylic acid with an acid chloride to form the corresponding dicarboxylic acid chloride which is reacted with ammonia to give the corresponding dicarboxylic acid amide which is converted by dehydration with strong dehydrating agents, for example, phosphoroxychloride or phosphorpentachloride to the corresponding dicarboxylic acid nitriles. Alternatively, the dicarboxylic acid is converted in one step with toluene sulphonamide and phosphorpentachloride into the dicarbonitrile. (2) By oxidizing the corresponding amino compounds (prepared by chlorinating the aminodicyanobenzene) e.g. with peracetic acid, perbenzoic acid and potassium- or ammoniumpersulphate; (3) by diazotizing a compound of the formula after which the resulting diazonium compound is converted into cyanide with a cuprous compound according to the Sandmeyer method, which is preferably carried out with cuprous cyanide in the presence of potassium cyanide. (4) By diazotizing a compound of the formula in which m = 0, 1 or 2, p= 1 or 2 and m+p=n, after which the diazonium compound is converted with hydrogen halogenide into the required compound of Formula I. (5) By nitrating with concentrated sulphuric and nitric acid or alkali salt thereof the dicyano halogenated benzene to introduce one nitro-group, the nitrile groups being converted into corresponding COOH groups which may be converted back into nitrile groups by the method in (1) above.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB987968A GB1207725A (en) | 1968-02-29 | 1968-02-29 | Nitrocyanobenzene derivatives and fungicidal compositions containing the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB987968A GB1207725A (en) | 1968-02-29 | 1968-02-29 | Nitrocyanobenzene derivatives and fungicidal compositions containing the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1207725A true GB1207725A (en) | 1970-10-07 |
Family
ID=9880490
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB987968A Expired GB1207725A (en) | 1968-02-29 | 1968-02-29 | Nitrocyanobenzene derivatives and fungicidal compositions containing the same |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1207725A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0118971A1 (en) * | 1983-02-15 | 1984-09-19 | Imperial Chemical Industries Plc | Process for the preparation of cyanotetrachlorobenzenes |
| US7041851B2 (en) | 2002-03-14 | 2006-05-09 | The Trustees Of The University Of Pennsylvania | Fluorinated phenyl thiophenyl derivatives and their use for imaging serotonin transporters |
-
1968
- 1968-02-29 GB GB987968A patent/GB1207725A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0118971A1 (en) * | 1983-02-15 | 1984-09-19 | Imperial Chemical Industries Plc | Process for the preparation of cyanotetrachlorobenzenes |
| US7041851B2 (en) | 2002-03-14 | 2006-05-09 | The Trustees Of The University Of Pennsylvania | Fluorinated phenyl thiophenyl derivatives and their use for imaging serotonin transporters |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |