DE2110439C3 - Verfahren zur Herstellung von Aceto-, Diphenylaceto- oder Benzonitril - Google Patents
Verfahren zur Herstellung von Aceto-, Diphenylaceto- oder BenzonitrilInfo
- Publication number
- DE2110439C3 DE2110439C3 DE2110439A DE2110439A DE2110439C3 DE 2110439 C3 DE2110439 C3 DE 2110439C3 DE 2110439 A DE2110439 A DE 2110439A DE 2110439 A DE2110439 A DE 2110439A DE 2110439 C3 DE2110439 C3 DE 2110439C3
- Authority
- DE
- Germany
- Prior art keywords
- cyclic
- benzonitrile
- hours
- mixture
- diphenylaceto
- 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
- 238000000034 method Methods 0.000 title claims description 9
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 title description 18
- 238000004519 manufacturing process Methods 0.000 title description 2
- 125000004122 cyclic group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 2
- 235000009508 confectionery Nutrition 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 11
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 150000001408 amides Chemical class 0.000 description 5
- WGGNJZRNHUJNEM-UHFFFAOYSA-N 2,2,4,4,6,6-hexamethyl-1,3,5,2,4,6-triazatrisilinane Chemical compound C[Si]1(C)N[Si](C)(C)N[Si](C)(C)N1 WGGNJZRNHUJNEM-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000003857 carboxamides Chemical class 0.000 description 2
- 230000018044 dehydration Effects 0.000 description 2
- 238000006297 dehydration reaction Methods 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- FZENGILVLUJGJX-NSCUHMNNSA-N (E)-acetaldehyde oxime Chemical compound C\C=N\O FZENGILVLUJGJX-NSCUHMNNSA-N 0.000 description 1
- VTWKXBJHBHYJBI-SOFGYWHQSA-N (ne)-n-benzylidenehydroxylamine Chemical compound O\N=C\C1=CC=CC=C1 VTWKXBJHBHYJBI-SOFGYWHQSA-N 0.000 description 1
- URHHAGHAZJAHSD-UHFFFAOYSA-N 1,2,2,3,4,4,5,6,6-nonamethyl-1,3,5,2,4,6-triazatrisilinane Chemical compound CN1[Si](C)(C)N(C)[Si](C)(C)N(C)[Si]1(C)C URHHAGHAZJAHSD-UHFFFAOYSA-N 0.000 description 1
- NEBPTMCRLHKPOB-UHFFFAOYSA-N 2,2-diphenylacetonitrile Chemical compound C=1C=CC=CC=1C(C#N)C1=CC=CC=C1 NEBPTMCRLHKPOB-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 241000283986 Lepus Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- RCJVRSBWZCNNQT-UHFFFAOYSA-N dichloridooxygen Chemical compound ClOCl RCJVRSBWZCNNQT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- ZXTFUAVIWLNPNO-UHFFFAOYSA-N n-(4-methylphenyl)-2,2-diphenylacetamide Chemical compound C1=CC(C)=CC=C1NC(=O)C(C=1C=CC=CC=1)C1=CC=CC=C1 ZXTFUAVIWLNPNO-UHFFFAOYSA-N 0.000 description 1
- LMTGCJANOQOGPI-UHFFFAOYSA-N n-methyl-n-phenylacetamide Chemical compound CC(=O)N(C)C1=CC=CC=C1 LMTGCJANOQOGPI-UHFFFAOYSA-N 0.000 description 1
- NCCHARWOCKOHIH-UHFFFAOYSA-N n-methylbenzamide Chemical compound CNC(=O)C1=CC=CC=C1 NCCHARWOCKOHIH-UHFFFAOYSA-N 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 150000004756 silanes Chemical group 0.000 description 1
- 238000005496 tempering Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/20—Preparation of carboxylic acid nitriles by dehydration of carboxylic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US2302570A | 1970-03-26 | 1970-03-26 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2110439A1 DE2110439A1 (de) | 1971-12-23 |
| DE2110439B2 DE2110439B2 (de) | 1974-09-05 |
| DE2110439C3 true DE2110439C3 (de) | 1975-04-17 |
Family
ID=21812692
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE2110439A Expired DE2110439C3 (de) | 1970-03-26 | 1971-03-04 | Verfahren zur Herstellung von Aceto-, Diphenylaceto- oder Benzonitril |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3734942A (enExample) |
| BE (1) | BE764841A (enExample) |
| DE (1) | DE2110439C3 (enExample) |
| FR (1) | FR2085094A5 (enExample) |
| GB (1) | GB1292900A (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3884957A (en) * | 1971-02-04 | 1975-05-20 | Rhone Poulenc Sa | Process for the preparation of nitriles from acids and organosilyamines |
| US3928274A (en) * | 1973-08-29 | 1975-12-23 | Lilly Industries Ltd | Process for preparing nitriles |
| US4215068A (en) * | 1979-04-02 | 1980-07-29 | Gulf Research & Development Company | Preparation of 1,3-dicyanocyclopentane |
| DE3343673A1 (de) * | 1983-12-02 | 1985-09-05 | Basf Ag, 6700 Ludwigshafen | Verfahren zur gleichzeitigen herstellung von nitrilen und acrylamid bzw. methacrylamid |
| DE102004029812A1 (de) * | 2004-06-19 | 2006-05-24 | Clariant Gmbh | Verfahren zur Herstellung von Nitrilen aus Aldehydoximen durch Umsetzung mit Alkylphosphonsäureanhydriden |
-
1970
- 1970-03-26 US US00023025A patent/US3734942A/en not_active Expired - Lifetime
- 1970-12-17 GB GB59955/70A patent/GB1292900A/en not_active Expired
-
1971
- 1971-03-04 DE DE2110439A patent/DE2110439C3/de not_active Expired
- 1971-03-24 FR FR7110430A patent/FR2085094A5/fr not_active Expired
- 1971-03-25 BE BE764841A patent/BE764841A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| BE764841A (fr) | 1971-09-27 |
| DE2110439B2 (de) | 1974-09-05 |
| DE2110439A1 (de) | 1971-12-23 |
| GB1292900A (en) | 1972-10-18 |
| FR2085094A5 (enExample) | 1971-12-17 |
| US3734942A (en) | 1973-05-22 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69607272T2 (de) | Herstellung von substituierten Thiazolen | |
| DE2753124C2 (enExample) | ||
| EP1984320B1 (de) | Verfahren zur herstellung von reinem xylylendiamin (xda) | |
| DE2110439C3 (de) | Verfahren zur Herstellung von Aceto-, Diphenylaceto- oder Benzonitril | |
| EP0253214A1 (de) | Verfahren zur Herstellung von Chlorcarbonsäurechloriden | |
| DE2811722C2 (enExample) | ||
| EP0277642B1 (de) | Verfahren zur Herstellung von Oximosilanen | |
| DE1695594A1 (de) | In 2-Stellung substituierte delta1-Pyrrolinverbindungen und Verfahren zu ihrer Herstellung | |
| DE2550187C3 (de) | Verfahren zur Herstellung von Dichlorsilan durch Disproportionierung von Trichlorsilan in Gegenwart von N-substituiertem Pyrrolidon | |
| DE2649590A1 (de) | Verfahren zur herstellung von alkylphenylsulfiden | |
| EP2229357B1 (de) | Verfahren zur Herstellung von N-Vinylpyrrolidon aus lactonfreiem Pyrrolidon | |
| DE69930733T2 (de) | Herstellung von substituierten (amino)alkoxysilanen | |
| DE1078568B (de) | Verfahren zur Herstellung von Carbonsaeureamidinen | |
| DE1280851B (de) | Verfahren zur Herstellung von 5-Hexennitril | |
| DE940528C (de) | Verfahren zur Herstellung von Acrylsaeureamid und ª‡-substituierten Acrylsaeureamiden | |
| EP0028327A1 (de) | Verfahren zur Herstellung von Carbonsäurehalogeniden | |
| DE69304581T2 (de) | Verfahren zur Herstellung von 1,4-Dicyano-2-Buten und ein Katalysator dafür | |
| DE888243C (de) | Verfahren zur Herstellung von ª‡-Alkyl-ª‡-acyloxymalonsaeuredinitrilen | |
| EP2000458B1 (de) | Verfahren zur Herstellung von Aminen | |
| DE947370C (de) | Verfahren zur Herstellung von 4-Thionylamino-2-oxy-benzoylchlorid | |
| DE1568007C (de) | Verfahren zur Herstellung von 1,1,2,2 Tetrachlor 1,2 bis (p chlorphenyl) athan | |
| DE2727612C2 (de) | Verfahren zur Herstellung von 2-(2,2-Dihalogenvinyl)-3,3-dimethylcyclopropancarbonitrilen | |
| DE2802442B2 (de) | Verfahren zur Gewinnung und Reinigung von Carboranverbindungen | |
| DE2040502C3 (de) | Verfahren zur Herstellung von cyclischen Formamidinen | |
| DE2558185C3 (de) | Verfahren zur Herstellung von Phosphorsäure-dimethylamid-dichlorid oder Phosphorsäure-bis-(dimethylamid)-chlorid |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |