JPS604159A - フルオロベンゾニトリル系化合物の製造方法 - Google Patents
フルオロベンゾニトリル系化合物の製造方法Info
- Publication number
- JPS604159A JPS604159A JP11348083A JP11348083A JPS604159A JP S604159 A JPS604159 A JP S604159A JP 11348083 A JP11348083 A JP 11348083A JP 11348083 A JP11348083 A JP 11348083A JP S604159 A JPS604159 A JP S604159A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- chlorobenzonitrile
- solvent
- potassium fluoride
- fluorobenzonitrile
- 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.)
- Granted
Links
- -1 fluorobenzonitrile compound Chemical class 0.000 title claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 title claims description 9
- NROKBHXJSPEDAR-UHFFFAOYSA-M potassium fluoride Chemical compound [F-].[K+] NROKBHXJSPEDAR-UHFFFAOYSA-M 0.000 claims abstract description 14
- 239000002904 solvent Substances 0.000 claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 9
- 235000003270 potassium fluoride Nutrition 0.000 claims abstract description 7
- 239000011698 potassium fluoride Substances 0.000 claims abstract description 7
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract description 6
- 229910052801 chlorine Inorganic materials 0.000 claims abstract description 4
- STAADFNDENMNMD-UHFFFAOYSA-G [F-].[F-].[F-].[F-].[F-].[F-].[F-].[K+].[K+].[K+].[K+].[K+].[K+].[K+] Chemical compound [F-].[F-].[F-].[F-].[F-].[F-].[F-].[K+].[K+].[K+].[K+].[K+].[K+].[K+] STAADFNDENMNMD-UHFFFAOYSA-G 0.000 claims description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzenecarbonitrile Natural products N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 2
- 239000003905 agrochemical Substances 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- 239000000975 dye Substances 0.000 abstract description 2
- YOYAIZYFCNQIRF-UHFFFAOYSA-N 2,6-dichlorobenzonitrile Chemical compound ClC1=CC=CC(Cl)=C1C#N YOYAIZYFCNQIRF-UHFFFAOYSA-N 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 4
- 239000002994 raw material Substances 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
- OHDYZVVLNPXKDX-UHFFFAOYSA-N 2,3-dichlorobenzonitrile Chemical compound ClC1=CC=CC(C#N)=C1Cl OHDYZVVLNPXKDX-UHFFFAOYSA-N 0.000 description 1
- GKPHNZYMLJPYJJ-UHFFFAOYSA-N 2,3-difluorobenzonitrile Chemical compound FC1=CC=CC(C#N)=C1F GKPHNZYMLJPYJJ-UHFFFAOYSA-N 0.000 description 1
- NHWQMJMIYICNBP-UHFFFAOYSA-N 2-chlorobenzonitrile Chemical compound ClC1=CC=CC=C1C#N NHWQMJMIYICNBP-UHFFFAOYSA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 150000008359 benzonitriles Chemical class 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000004817 gas chromatography Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
Classifications
-
- 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 (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11348083A JPS604159A (ja) | 1983-06-23 | 1983-06-23 | フルオロベンゾニトリル系化合物の製造方法 |
| GB08415348A GB2142018B (en) | 1983-06-23 | 1984-06-15 | Method for producing 2,6-difluorobenzonitrile |
| DE19843422936 DE3422936A1 (de) | 1983-06-23 | 1984-06-20 | Verfahren zur herstellung von 2,6-difluorbenzonitril |
| CH303784A CH660361A5 (de) | 1983-06-23 | 1984-06-22 | Verfahren zur herstellung von 2,6-difluorbenzonitril. |
| FR8409817A FR2549048B1 (fr) | 1983-06-23 | 1984-06-22 | Procede de preparation du 2,6-difluorobenzonitrile a partir du 2,6-dichlorobenzonitrile |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11348083A JPS604159A (ja) | 1983-06-23 | 1983-06-23 | フルオロベンゾニトリル系化合物の製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS604159A true JPS604159A (ja) | 1985-01-10 |
| JPH0216746B2 JPH0216746B2 (enrdf_load_stackoverflow) | 1990-04-18 |
Family
ID=14613344
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11348083A Granted JPS604159A (ja) | 1983-06-23 | 1983-06-23 | フルオロベンゾニトリル系化合物の製造方法 |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS604159A (enrdf_load_stackoverflow) |
| CH (1) | CH660361A5 (enrdf_load_stackoverflow) |
| DE (1) | DE3422936A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2549048B1 (enrdf_load_stackoverflow) |
| GB (1) | GB2142018B (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6023358A (ja) * | 1983-07-19 | 1985-02-05 | Ishihara Sangyo Kaisha Ltd | ２，４，６−トリフルオロベンゾニトリル |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5530158A (en) * | 1984-06-04 | 1996-06-25 | Bayer Aktiengesellschaft | 2,4,5-trihalogeno- and 2,3,4,5-tetrahalogenobenzene derivatives |
| US5200548A (en) * | 1984-06-04 | 1993-04-06 | Bayer Aktiengesellschaft | 2,4,5-Trihalogeno- and 2,3,4,5-tetrahalogenobenzene derivatives |
| US5502235A (en) * | 1994-12-28 | 1996-03-26 | Dowelanco | Solventless process for making 2,6 difluorobenzonitrile |
| US6437168B1 (en) | 2000-09-05 | 2002-08-20 | Nippon Shokubai Co., Ltd. | Method for production of aromatic fluorine compound |
| CN104387289B (zh) * | 2014-10-30 | 2017-09-01 | 天津河清化学工业有限公司 | 二氟苯腈生产中降低催化剂用量的方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1026290A (en) * | 1964-03-17 | 1966-04-14 | Robert Neville Haszeldine | Aromatic fluorine compounds |
| US3240824A (en) * | 1965-01-28 | 1966-03-15 | Olin Mathieson | Process for preparing fluoronitrobenzenes |
-
1983
- 1983-06-23 JP JP11348083A patent/JPS604159A/ja active Granted
-
1984
- 1984-06-15 GB GB08415348A patent/GB2142018B/en not_active Expired
- 1984-06-20 DE DE19843422936 patent/DE3422936A1/de active Granted
- 1984-06-22 CH CH303784A patent/CH660361A5/de not_active IP Right Cessation
- 1984-06-22 FR FR8409817A patent/FR2549048B1/fr not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6023358A (ja) * | 1983-07-19 | 1985-02-05 | Ishihara Sangyo Kaisha Ltd | ２，４，６−トリフルオロベンゾニトリル |
Also Published As
| Publication number | Publication date |
|---|---|
| CH660361A5 (de) | 1987-04-15 |
| FR2549048A1 (fr) | 1985-01-18 |
| GB2142018B (en) | 1986-12-10 |
| FR2549048B1 (fr) | 1987-12-24 |
| DE3422936A1 (de) | 1985-01-03 |
| DE3422936C2 (enrdf_load_stackoverflow) | 1989-11-16 |
| JPH0216746B2 (enrdf_load_stackoverflow) | 1990-04-18 |
| GB8415348D0 (en) | 1984-07-18 |
| GB2142018A (en) | 1985-01-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS604159A (ja) | フルオロベンゾニトリル系化合物の製造方法 | |
| EP0110690B1 (en) | Preparation of (trifluoromethyl)pyridines | |
| EP0414370A1 (en) | Halogen-exchange process | |
| JPS59134754A (ja) | ビス〔２−（ｎ，ｎ−ジメチルアミノ）エチル〕エ−テルの製造法 | |
| JPH0217145A (ja) | シトラールの製造方法 | |
| EP1223158B1 (de) | Verfahren zur Herstellung trifluormethyl-substituierter Biphenylcarbonsäuren und neue trichlormethyl- und trifluormethyl-substituierte Biphenylcarbonitrile | |
| JP3978690B2 (ja) | メチル−１，１−ジクロロメチルエーテルまたはエチル−１，１−ジクロロメチルエーテルの合成方法 | |
| JPH0237343B2 (enrdf_load_stackoverflow) | ||
| CA1135268A (en) | Synthesis of 2-¬1-(2,5-dimethylphenyl) ethylsulfonyl|pyridine-1-oxide herbicide and intermediates therefor | |
| US2443630A (en) | Fluorination of carbon tetrachloride | |
| KR870001874B1 (ko) | 퍼클로로플루오르화 탄화수소의 제조방법 | |
| JPH0625111B2 (ja) | （トリフルオロメチル）ピリジンの製造法 | |
| EP0962450B1 (de) | Verfahren zur Herstellung von Perfluoralkyl-aryl-sulfiden | |
| JPS6354331A (ja) | １，１−ジフルオロシクロヘキサンの製造方法 | |
| CA1202975A (en) | Preparation of (trifluoromethyl)pyridines | |
| JPS61180727A (ja) | クロロジフルオロメチル基を有する芳香族化合物の製造方法 | |
| US3364233A (en) | Method of preparing tetrachlorothiophene | |
| DE69202579T2 (de) | Verfahren zur Herstellung von Perfluoroxaziridinen. | |
| JPS6350339B2 (enrdf_load_stackoverflow) | ||
| JPH0469132B2 (enrdf_load_stackoverflow) | ||
| JPH02152936A (ja) | 新規な分岐したペルフルオロアルキルハロゲン化物およびその製造 | |
| JPS6036453A (ja) | ペンタフルオロベンゾニトリルの製造方法 | |
| JPS6147426A (ja) | フツ素化環式炭化水素類の製法 | |
| CN118994234A (zh) | 一种s-芳基二芳基硫代磷酸酯类化合物的合成方法 | |
| DE3342462A1 (de) | Verfahren zur herstellung von 4,4'-diaminobenzophenonen |