GB938199A - Improvements in or relating to the preparation of nitriles - Google Patents
Improvements in or relating to the preparation of nitrilesInfo
- Publication number
- GB938199A GB938199A GB189662A GB189662A GB938199A GB 938199 A GB938199 A GB 938199A GB 189662 A GB189662 A GB 189662A GB 189662 A GB189662 A GB 189662A GB 938199 A GB938199 A GB 938199A
- Authority
- GB
- United Kingdom
- Prior art keywords
- nitrile
- solvent
- water
- salts
- nitrobenzonitrile
- 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
- 150000002825 nitriles Chemical class 0.000 title abstract 12
- 239000002904 solvent Substances 0.000 abstract 9
- 150000003839 salts Chemical class 0.000 abstract 7
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 5
- ZHLCARBDIRRRHD-UHFFFAOYSA-N 2-chloro-6-nitrobenzonitrile Chemical compound [O-][N+](=O)C1=CC=CC(Cl)=C1C#N ZHLCARBDIRRRHD-UHFFFAOYSA-N 0.000 abstract 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 229910021591 Copper(I) chloride Inorganic materials 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 abstract 3
- 229940045803 cuprous chloride Drugs 0.000 abstract 3
- 229910052751 metal Inorganic materials 0.000 abstract 3
- 239000002184 metal Substances 0.000 abstract 3
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- DOBRDRYODQBAMW-UHFFFAOYSA-N copper(i) cyanide Chemical compound [Cu+].N#[C-] DOBRDRYODQBAMW-UHFFFAOYSA-N 0.000 abstract 2
- 229910017053 inorganic salt Inorganic materials 0.000 abstract 2
- -1 sebacic acid nitrile Chemical class 0.000 abstract 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 abstract 1
- CMVQZRLQEOAYSW-UHFFFAOYSA-N 1,2-dichloro-3-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC(Cl)=C1Cl CMVQZRLQEOAYSW-UHFFFAOYSA-N 0.000 abstract 1
- LRVYWUBCXYZLBH-UHFFFAOYSA-N 1,3-dinitronaphthalene-2-carbonitrile Chemical compound [N+](=O)([O-])C1=C(C(=CC2=CC=CC=C12)[N+](=O)[O-])C#N LRVYWUBCXYZLBH-UHFFFAOYSA-N 0.000 abstract 1
- PGODHCIOIPODFE-UHFFFAOYSA-N 2,4,6-trichlorobenzonitrile Chemical compound ClC1=CC(Cl)=C(C#N)C(Cl)=C1 PGODHCIOIPODFE-UHFFFAOYSA-N 0.000 abstract 1
- ZYDGHQSJZAFMLU-UHFFFAOYSA-N 2,6-dinitrobenzonitrile Chemical compound [O-][N+](=O)C1=CC=CC([N+]([O-])=O)=C1C#N ZYDGHQSJZAFMLU-UHFFFAOYSA-N 0.000 abstract 1
- QAWCUFOFDZAVNA-UHFFFAOYSA-N 2-bromo-6-nitrobenzonitrile Chemical compound [O-][N+](=O)C1=CC=CC(Br)=C1C#N QAWCUFOFDZAVNA-UHFFFAOYSA-N 0.000 abstract 1
- NHWQMJMIYICNBP-UHFFFAOYSA-N 2-chlorobenzonitrile Chemical compound ClC1=CC=CC=C1C#N NHWQMJMIYICNBP-UHFFFAOYSA-N 0.000 abstract 1
- ZHJPRHIYTNVTLI-UHFFFAOYSA-N 2-methoxy-6-nitrobenzonitrile Chemical compound COC1=CC=CC([N+]([O-])=O)=C1C#N ZHJPRHIYTNVTLI-UHFFFAOYSA-N 0.000 abstract 1
- BOTPDHNZLRJZOO-UHFFFAOYSA-N 2-methyl-6-nitrobenzonitrile Chemical compound CC1=CC=CC([N+]([O-])=O)=C1C#N BOTPDHNZLRJZOO-UHFFFAOYSA-N 0.000 abstract 1
- SWBDKCMOLSUXRH-UHFFFAOYSA-N 2-nitrobenzonitrile Chemical compound [O-][N+](=O)C1=CC=CC=C1C#N SWBDKCMOLSUXRH-UHFFFAOYSA-N 0.000 abstract 1
- DAFDUOSMRRTLRZ-UHFFFAOYSA-N 3-chloro-1-nitronaphthalene-2-carbonitrile Chemical compound ClC=1C(=C(C2=CC=CC=C2C1)[N+](=O)[O-])C#N DAFDUOSMRRTLRZ-UHFFFAOYSA-N 0.000 abstract 1
- USQNWFKYQFQGLB-UHFFFAOYSA-N 5-methyl-2-nitrobenzonitrile Chemical compound CC1=CC=C([N+]([O-])=O)C(C#N)=C1 USQNWFKYQFQGLB-UHFFFAOYSA-N 0.000 abstract 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- 229910021589 Copper(I) bromide Inorganic materials 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- BTGRAWJCKBQKAO-UHFFFAOYSA-N adiponitrile Chemical compound N#CCCCCC#N BTGRAWJCKBQKAO-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 238000010533 azeotropic distillation Methods 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 239000011575 calcium Substances 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- NKNDPYCGAZPOFS-UHFFFAOYSA-M copper(i) bromide Chemical compound Br[Cu] NKNDPYCGAZPOFS-UHFFFAOYSA-M 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- ZTOMUSMDRMJOTH-UHFFFAOYSA-N glutaronitrile Chemical compound N#CCCCC#N ZTOMUSMDRMJOTH-UHFFFAOYSA-N 0.000 abstract 1
- 150000004820 halides Chemical class 0.000 abstract 1
- 150000008282 halocarbons Chemical class 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- LLEVMYXEJUDBTA-UHFFFAOYSA-N heptanedinitrile Chemical compound N#CCCCCCC#N LLEVMYXEJUDBTA-UHFFFAOYSA-N 0.000 abstract 1
- AILKHAQXUAOOFU-UHFFFAOYSA-N hexanenitrile Chemical compound CCCCCC#N AILKHAQXUAOOFU-UHFFFAOYSA-N 0.000 abstract 1
- 159000000014 iron salts Chemical class 0.000 abstract 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N n-Decanedioic acid Natural products OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 abstract 1
- BITYAPCSNKJESK-UHFFFAOYSA-N potassiosodium Chemical compound [Na].[K] BITYAPCSNKJESK-UHFFFAOYSA-N 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 239000002002 slurry Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- IAHFWCOBPZCAEA-UHFFFAOYSA-N succinonitrile Chemical compound N#CCCC#N IAHFWCOBPZCAEA-UHFFFAOYSA-N 0.000 abstract 1
- 238000005406 washing Methods 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
- 239000011701 zinc Substances 0.000 abstract 1
- 229910052725 zinc Inorganic materials 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| NL260293 | 1961-01-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB938199A true GB938199A (en) | 1963-10-02 |
Family
ID=19752822
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB189662A Expired GB938199A (en) | 1961-01-20 | 1962-01-18 | Improvements in or relating to the preparation of nitriles |
Country Status (2)
| Country | Link |
|---|---|
| GB (1) | GB938199A (enrdf_load_stackoverflow) |
| NL (1) | NL110301C (enrdf_load_stackoverflow) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0015427A1 (en) * | 1979-03-09 | 1980-09-17 | Nippon Kayaku Kabushiki Kaisha | Process for producing 2-chloro-6-nitrobenzonitrile |
| WO2001096284A1 (fr) * | 2000-06-14 | 2001-12-20 | Rhodia Chimie | Procede de separation d'un compose de type hydroxybenzonitrile |
-
0
- NL NL110301D patent/NL110301C/xx active
-
1962
- 1962-01-18 GB GB189662A patent/GB938199A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0015427A1 (en) * | 1979-03-09 | 1980-09-17 | Nippon Kayaku Kabushiki Kaisha | Process for producing 2-chloro-6-nitrobenzonitrile |
| WO2001096284A1 (fr) * | 2000-06-14 | 2001-12-20 | Rhodia Chimie | Procede de separation d'un compose de type hydroxybenzonitrile |
| FR2810317A1 (fr) * | 2000-06-14 | 2001-12-21 | Rhodia Chimie Sa | Procede de separation d'un compose de type hydroxybenzonitrile |
Also Published As
| Publication number | Publication date |
|---|---|
| NL110301C (enrdf_load_stackoverflow) |
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