GB1272269A - beta-PHENYL-ACRYLIC ACID NITRILES - Google Patents
beta-PHENYL-ACRYLIC ACID NITRILESInfo
- Publication number
- GB1272269A GB1272269A GB3863269A GB3863269A GB1272269A GB 1272269 A GB1272269 A GB 1272269A GB 3863269 A GB3863269 A GB 3863269A GB 3863269 A GB3863269 A GB 3863269A GB 1272269 A GB1272269 A GB 1272269A
- Authority
- GB
- United Kingdom
- Prior art keywords
- group
- alkyl
- phenyl
- nitriles
- phenylacrylic
- 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
- -1 beta-PHENYL-ACRYLIC ACID NITRILES Chemical class 0.000 title 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 150000002825 nitriles Chemical class 0.000 abstract 3
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 150000001408 amides Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 150000003857 carboxamides Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 150000001733 carboxylic acid esters Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 229910052751 metal Chemical group 0.000 abstract 1
- 239000002184 metal Chemical group 0.000 abstract 1
- 125000001624 naphthyl group Chemical group 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- 229920001021 polysulfide Polymers 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 150000003613 toluenes Chemical class 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/57—Nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
- C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
- C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
- C07D235/06—Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
- C07D235/16—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/14—Styryl dyes
- C09B23/143—Styryl dyes the ethylene chain carrying a COOH or a functionally modified derivative, e.g.-CN, -COR, -COOR, -CON=, C6H5-CH=C-CN
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
Abstract
1,272,269. #-Phenylacrylic nitriles. EARBENFABRIKENBAYER A.G. 1 Aug., 1969 [23 Aug., 1968], No. 38632/69. Heading C2C. #-Phenylacrylic nitriles of the general formula (X is a substituent ; n is- 0, 1, 2 or 3; R 1 is an optionally substituted' phenyl or naphthyl group, an aromatic-heterocyclic radical which is linked-via a carbon atom of the heteroring to the α-carbon atom of the #-phenylacrylonitrile radical, or a carboxyl group; R is an alkyl group, or -SO 2 NR 2 R 3 ; where R 2 and R 3 areeach alkyl groups; or together with the nitrogen atom form a 6-membered ring; or -SO 3 Z, where Z is hydrogen or a metal atom; or -CH 2 OR 4 , where R 4 is alkyl, aryl or aralkyl; with the proviso: that when n is 0 and R is C 1-4 alkyl, R 1 cannot be an optionally substituted phenyl group) may be prepared by treating a toluene derivative of general formula firstly with an alkali metal polysulphide in aqueous alkaline media at 50-120‹ C., and subsequently (without intermediate isolation), with a nitrile R 5 CH 2 CN, where R 5 is the same as R 1 or is a carboxamide or carboxylic ester group, followed by optional acidification and, when R 5 is amide or ester, by conversion to the corresponding carboxylic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19681793261 DE1793261A1 (en) | 1968-08-23 | 1968-08-23 | ss-phenyl-acrylic acid nitrile |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1272269A true GB1272269A (en) | 1972-04-26 |
Family
ID=5707637
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3863269A Expired GB1272269A (en) | 1968-08-23 | 1969-08-01 | beta-PHENYL-ACRYLIC ACID NITRILES |
Country Status (9)
| Country | Link |
|---|---|
| AT (1) | AT303016B (en) |
| BE (1) | BE737792A (en) |
| BR (1) | BR6911801D0 (en) |
| CH (1) | CH529728A (en) |
| DE (1) | DE1793261A1 (en) |
| ES (1) | ES370751A1 (en) |
| FR (1) | FR2016307A1 (en) |
| GB (1) | GB1272269A (en) |
| NL (1) | NL6912780A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4166068A (en) * | 1974-04-25 | 1979-08-28 | Sandoz Ltd. | β,β-Dicyano styrenes |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102011118606A1 (en) * | 2011-11-15 | 2013-05-16 | Philipps-Universität Marburg | Stilbene compounds as PPAR beta / delta inhibitors for the treatment of PPAR beta / delta-mediated diseases |
-
1968
- 1968-08-23 DE DE19681793261 patent/DE1793261A1/en active Pending
-
1969
- 1969-07-24 CH CH1132869A patent/CH529728A/en not_active IP Right Cessation
- 1969-08-01 GB GB3863269A patent/GB1272269A/en not_active Expired
- 1969-08-21 NL NL6912780A patent/NL6912780A/xx unknown
- 1969-08-21 BE BE737792D patent/BE737792A/xx unknown
- 1969-08-22 AT AT08065/69A patent/AT303016B/en not_active IP Right Cessation
- 1969-08-22 BR BR21180169A patent/BR6911801D0/en unknown
- 1969-08-22 ES ES370751A patent/ES370751A1/en not_active Expired
- 1969-08-22 FR FR6928952A patent/FR2016307A1/fr not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4166068A (en) * | 1974-04-25 | 1979-08-28 | Sandoz Ltd. | β,β-Dicyano styrenes |
Also Published As
| Publication number | Publication date |
|---|---|
| ES370751A1 (en) | 1971-07-01 |
| FR2016307A1 (en) | 1970-05-08 |
| BR6911801D0 (en) | 1973-01-11 |
| CH529728A (en) | 1972-10-31 |
| NL6912780A (en) | 1970-02-25 |
| BE737792A (en) | 1970-02-02 |
| AT303016B (en) | 1972-10-15 |
| DE1793261A1 (en) | 1971-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |