KR950017932A - 시클로프리필니트릴의 개선된 제조방법 - Google Patents
시클로프리필니트릴의 개선된 제조방법 Download PDFInfo
- Publication number
- KR950017932A KR950017932A KR1019940032459A KR19940032459A KR950017932A KR 950017932 A KR950017932 A KR 950017932A KR 1019940032459 A KR1019940032459 A KR 1019940032459A KR 19940032459 A KR19940032459 A KR 19940032459A KR 950017932 A KR950017932 A KR 950017932A
- Authority
- KR
- South Korea
- Prior art keywords
- inorganic salt
- reaction
- water
- polar solvent
- alkali metal
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims abstract 10
- 229910017053 inorganic salt Inorganic materials 0.000 claims abstract 5
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract 4
- 150000001340 alkali metals Chemical class 0.000 claims abstract 4
- 239000002585 base Substances 0.000 claims abstract 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract 4
- 239000002798 polar solvent Substances 0.000 claims abstract 3
- 238000010533 azeotropic distillation Methods 0.000 claims abstract 2
- 230000003197 catalytic effect Effects 0.000 claims abstract 2
- 239000007795 chemical reaction product Substances 0.000 claims abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 229910052751 metal Inorganic materials 0.000 claims 3
- 239000002184 metal Substances 0.000 claims 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical group [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 2
- AUQDITHEDVOTCU-UHFFFAOYSA-N cyclopropyl cyanide Chemical compound N#CC1CC1 AUQDITHEDVOTCU-UHFFFAOYSA-N 0.000 claims 2
- 229910052744 lithium Inorganic materials 0.000 claims 2
- 229910052700 potassium Inorganic materials 0.000 claims 2
- 239000000376 reactant Substances 0.000 claims 2
- 229910052708 sodium Inorganic materials 0.000 claims 2
- 239000011734 sodium Substances 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 1
- 238000010790 dilution Methods 0.000 claims 1
- 239000012895 dilution Substances 0.000 claims 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N dimethyl sulfoxide Natural products CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 229910001507 metal halide Inorganic materials 0.000 claims 1
- 150000005309 metal halides Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000000047 product Substances 0.000 claims 1
- 239000003586 protic polar solvent Substances 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 150000003462 sulfoxides Chemical group 0.000 claims 1
- 238000002360 preparation method Methods 0.000 abstract 2
- 238000002955 isolation Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C255/46—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of non-condensed rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/45—Carboxylic acid nitriles having cyano groups bound to carbon atoms of rings other than six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
본 발명은 시플로프로필니트릴의 제조 및 단리를 위한 개선된 제조 절차를 제공한다. 승온에서 비양성자성 극성 용매, 무기염 및 촉매량의 물의 존재하에 4-할로부티로니트릴을 알칼리 금속 염기와 반응시킨다. 반응 생성물 시클로프로니트릴은 공비 증류로 단리시킨다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 약 50°-100℃의 승온에서, 비 양성자성 극성 용매의 존재에 4-할로부티로니트릴, 적어도 0.25mole의 무기염 및 촉매량의 물을 혼합하고, 승온에서 흔합물을 알칼리 금속 염기와 반응시키는 것으로 구성되고, 이때 무기염온 금속 할로겐화물, 금속 황산염, 또는 금속 탄산염이고, 금속온 Na, K 또는 Li인, 시플로프로필니트릴의 개선된 제조 방법.
- 제1항에 있어서, 알칼리 금속 염기가 MOR이고, 이때 M은 Na, K 또는 Li이고 R은 수소 또는 C1-C6알킬인 방법.
- 제1항에 있어서, 무기염 약 0.5-1.0물을 첨가하는 방법.
- 제1항에 있어서, 비양성자성 극성 용매가 설폭시드 또는 카르복실산 아미드인 방법.
- 제4항에 있어서, 용매가 디메틸설폭시드인 방법.
- 제1항에 있어서, 알칼리 금속 염기가 수산화나트륨이고, 비양성자성 극성 용매가 디메릴설폭시이드이고, 무기염이 염화나트륨이고, 온도는 약 60°-90℃인 방법.
- 제1항에 있어서, (a) 반응이 완결되면 반응 온도를 실온으로 식히고, (b) 식힌 완결 반응물을 중화시키고, (c) 중화된 반응물을 물로 희석시키고, (d) 반응 생성물 시클로프로필니트릴을 공비 증류로 단리시키는 것을 포함하는 방법.
- 제1항에 있어서, 중화된 희석 반응물이 약 pH 4-9인 방법.
- 제8항에 있어서, pH 7-8인 방법.
- 제7항에 있어서, 생성물 시클로프로필니트릴을 본질적으로 무수조건으로 공비 증류시키는 방법※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/161,111 US5380911A (en) | 1993-12-02 | 1993-12-02 | Process for the manufacture of cyclopropylnitrile |
| US08/161111 | 1993-12-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR950017932A true KR950017932A (ko) | 1995-07-20 |
| KR100362481B1 KR100362481B1 (ko) | 2003-10-10 |
Family
ID=22579866
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019940032459A KR100362481B1 (ko) | 1993-12-02 | 1994-12-01 | 시클로프로필니트릴의제조방법 |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US5380911A (ko) |
| EP (1) | EP0656347B1 (ko) |
| JP (1) | JP3615582B2 (ko) |
| KR (1) | KR100362481B1 (ko) |
| CN (1) | CN1038411C (ko) |
| AT (1) | ATE148691T1 (ko) |
| AU (1) | AU675365B2 (ko) |
| BR (1) | BR9404804A (ko) |
| CA (1) | CA2137031C (ko) |
| CZ (1) | CZ289825B6 (ko) |
| DE (1) | DE69401701T2 (ko) |
| DK (1) | DK0656347T3 (ko) |
| ES (1) | ES2097602T3 (ko) |
| GR (1) | GR3022497T3 (ko) |
| HK (1) | HK1001052A1 (ko) |
| HU (1) | HU213376B (ko) |
| IL (1) | IL111828A (ko) |
| PH (1) | PH31598A (ko) |
| RU (1) | RU2124001C1 (ko) |
| SG (1) | SG47602A1 (ko) |
| SK (1) | SK279899B6 (ko) |
| TW (1) | TW381074B (ko) |
| UA (1) | UA27906C2 (ko) |
| ZA (1) | ZA949582B (ko) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5502234A (en) * | 1995-07-17 | 1996-03-26 | Eastman Chemical Company | Process for the preparation and separation of cyclopropanecarbonitrile |
| EP1243578A1 (en) | 2001-02-23 | 2002-09-25 | Kuraray Co., Ltd. | Process for producing cyclopropanecarbonitrile |
| CZ2008352A3 (cs) * | 2008-06-09 | 2009-09-09 | Lucební závody Draslovka a. s. Kolín | Zpusob výroby cykloalkankarbonitrilu |
| CN101993393B (zh) * | 2009-08-26 | 2013-11-27 | 浙江华海药业股份有限公司 | 一种人工合成环丙基腈的方法 |
| CN102489323B (zh) * | 2011-11-23 | 2013-04-10 | 北京化工大学 | 基于光催化分解水制备氢气的水滑石光催化剂及其制备方法 |
| CN106242997B (zh) * | 2016-07-29 | 2018-12-11 | 西安近代化学研究所 | 一种环丙腈的合成方法 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3847985A (en) * | 1970-08-28 | 1974-11-12 | Exxon Research Engineering Co | Process for the preparation of cyclopropylmethyl alkyl amines |
| US3853942A (en) * | 1973-09-13 | 1974-12-10 | Ciba Geigy Corp | Process for the manufacture of cyclopropa-necarbonitrile |
| US3843709A (en) * | 1973-10-15 | 1974-10-22 | Gulf Research Development Co | Preparation of cyclopropyl cyanide from 4-hlorobutyronitrile |
| US3974199A (en) * | 1975-06-16 | 1976-08-10 | The Dow Chemical Company | Process for production of cyclopropylcyanide |
| CH624662A5 (en) * | 1976-03-01 | 1981-08-14 | Ciba Geigy Ag | Process for the preparation of cyclopropanecarbonitrile |
| CH624663A5 (en) * | 1976-03-02 | 1981-08-14 | Ciba Geigy Ag | Process for the preparation of cyclopropanecarbonitrile |
| US4205009A (en) * | 1979-02-07 | 1980-05-27 | Velsicol Chemical Corporation | Process for the preparation of cyclopropylcyanide |
| US4974199A (en) * | 1984-06-28 | 1990-11-27 | Westinghouse Electric Corp. | Digital IC-microcomputer interface |
| US4622065A (en) * | 1984-11-01 | 1986-11-11 | Ppg Industries, Inc. | Sulfamoyl urea derivatives |
| US5009699A (en) * | 1990-06-22 | 1991-04-23 | American Cyanamid Company | 1-{[O-(cyclopropylcarbonyl)phenyl]sulfamoyl}-3-(4,6-dimethoxy-2-pyrimidinyl)urea herbicidal composition and use |
| US5107023A (en) * | 1990-06-22 | 1992-04-21 | American Cyanamid Company | 0-Aminophenyl cyclopropyl ketone intermediate |
-
1993
- 1993-12-02 US US08/161,111 patent/US5380911A/en not_active Expired - Lifetime
-
1994
- 1994-09-26 TW TW083108908A patent/TW381074B/zh not_active IP Right Cessation
- 1994-11-09 AT AT94117654T patent/ATE148691T1/de active
- 1994-11-09 ES ES94117654T patent/ES2097602T3/es not_active Expired - Lifetime
- 1994-11-09 SG SG1996003063A patent/SG47602A1/en unknown
- 1994-11-09 DE DE69401701T patent/DE69401701T2/de not_active Expired - Lifetime
- 1994-11-09 EP EP94117654A patent/EP0656347B1/en not_active Expired - Lifetime
- 1994-11-09 DK DK94117654.7T patent/DK0656347T3/da active
- 1994-11-23 CZ CZ19942885A patent/CZ289825B6/cs not_active IP Right Cessation
- 1994-11-28 CN CN94117826A patent/CN1038411C/zh not_active Expired - Fee Related
- 1994-11-28 JP JP31759294A patent/JP3615582B2/ja not_active Expired - Fee Related
- 1994-11-30 SK SK1466-94A patent/SK279899B6/sk not_active IP Right Cessation
- 1994-11-30 IL IL111828A patent/IL111828A/xx not_active IP Right Cessation
- 1994-11-30 CA CA002137031A patent/CA2137031C/en not_active Expired - Lifetime
- 1994-12-01 PH PH49476A patent/PH31598A/en unknown
- 1994-12-01 RU RU94042231A patent/RU2124001C1/ru not_active IP Right Cessation
- 1994-12-01 AU AU79171/94A patent/AU675365B2/en not_active Ceased
- 1994-12-01 KR KR1019940032459A patent/KR100362481B1/ko not_active IP Right Cessation
- 1994-12-01 BR BR9404804A patent/BR9404804A/pt not_active IP Right Cessation
- 1994-12-01 HU HU9403453A patent/HU213376B/hu not_active IP Right Cessation
- 1994-12-01 ZA ZA949582A patent/ZA949582B/xx unknown
- 1994-12-01 UA UA94129107A patent/UA27906C2/uk unknown
-
1997
- 1997-02-06 GR GR960402149T patent/GR3022497T3/el unknown
-
1998
- 1998-01-05 HK HK98100070A patent/HK1001052A1/xx unknown
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