GB1157445A - Reductive Dimerisation of Unsaturated Nitriles and Esters - Google Patents
Reductive Dimerisation of Unsaturated Nitriles and EstersInfo
- Publication number
- GB1157445A GB1157445A GB3395666A GB3395666A GB1157445A GB 1157445 A GB1157445 A GB 1157445A GB 3395666 A GB3395666 A GB 3395666A GB 3395666 A GB3395666 A GB 3395666A GB 1157445 A GB1157445 A GB 1157445A
- Authority
- GB
- United Kingdom
- Prior art keywords
- proton source
- nitrile
- proportion
- quaternary ammonium
- per cent
- 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
- 150000002148 esters Chemical class 0.000 title abstract 6
- 150000002825 nitriles Chemical class 0.000 title abstract 6
- 230000002829 reductive effect Effects 0.000 title 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- 229910000497 Amalgam Inorganic materials 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 150000003242 quaternary ammonium salts Chemical class 0.000 abstract 3
- 239000012429 reaction media Substances 0.000 abstract 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 abstract 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000003880 polar aprotic solvent Substances 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 abstract 1
- SUAKHGWARZSWIH-UHFFFAOYSA-N N,N‐diethylformamide Chemical compound CCN(CC)C=O SUAKHGWARZSWIH-UHFFFAOYSA-N 0.000 abstract 1
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910002092 carbon dioxide Inorganic materials 0.000 abstract 1
- 239000001569 carbon dioxide Substances 0.000 abstract 1
- 239000000539 dimer Substances 0.000 abstract 1
- 238000006471 dimerization reaction Methods 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- 229940113088 dimethylacetamide Drugs 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000003495 polar organic solvent Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B31/00—Reduction in general
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3395666A GB1157445A (en) | 1965-09-24 | 1965-09-24 | Reductive Dimerisation of Unsaturated Nitriles and Esters |
| BE687345D BE687345A (enrdf_load_stackoverflow) | 1965-09-24 | 1966-09-23 | |
| FR77510A FR1494503A (fr) | 1965-09-24 | 1966-09-23 | Procédé de dimérisation réductrice de composés organiques à l'aide d'un amalgame de métal alcalin |
| NL6613474A NL139962B (nl) | 1965-09-24 | 1966-09-23 | Werkwijze voor het hydrodimeriseren van een alfa, beta-alkenisch onverzadigde ester of nitrile. |
| DE19661568874 DE1568874A1 (de) | 1965-09-24 | 1966-09-23 | Verfahren zur Hydrodimerisation von organischen Verbindungen |
| CH1382866A CH500937A (de) | 1965-09-24 | 1966-09-26 | Verfahren zur reduktiven Amalgam-Dimerisierung organischer Verbindungen |
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB4073765 | 1965-09-24 | ||
| GB3395666A GB1157445A (en) | 1965-09-24 | 1965-09-24 | Reductive Dimerisation of Unsaturated Nitriles and Esters |
| GB162166 | 1966-01-13 | ||
| GB2315366 | 1966-05-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1157445A true GB1157445A (en) | 1969-07-09 |
Family
ID=27447165
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3395666A Expired GB1157445A (en) | 1965-09-24 | 1965-09-24 | Reductive Dimerisation of Unsaturated Nitriles and Esters |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE687345A (enrdf_load_stackoverflow) |
| CH (1) | CH500937A (enrdf_load_stackoverflow) |
| DE (1) | DE1568874A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1157445A (enrdf_load_stackoverflow) |
| NL (1) | NL139962B (enrdf_load_stackoverflow) |
-
1965
- 1965-09-24 GB GB3395666A patent/GB1157445A/en not_active Expired
-
1966
- 1966-09-23 NL NL6613474A patent/NL139962B/xx unknown
- 1966-09-23 DE DE19661568874 patent/DE1568874A1/de active Granted
- 1966-09-23 BE BE687345D patent/BE687345A/xx unknown
- 1966-09-26 CH CH1382866A patent/CH500937A/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| CH500937A (de) | 1970-12-31 |
| NL6613474A (enrdf_load_stackoverflow) | 1967-03-28 |
| NL139962B (nl) | 1973-10-15 |
| DE1568874A1 (de) | 1970-09-10 |
| BE687345A (enrdf_load_stackoverflow) | 1967-03-23 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |