KR850000393A - N-아리일할로피롤리돈의 제조방법 - Google Patents
N-아리일할로피롤리돈의 제조방법 Download PDFInfo
- Publication number
- KR850000393A KR850000393A KR1019840003367A KR840003367A KR850000393A KR 850000393 A KR850000393 A KR 850000393A KR 1019840003367 A KR1019840003367 A KR 1019840003367A KR 840003367 A KR840003367 A KR 840003367A KR 850000393 A KR850000393 A KR 850000393A
- Authority
- KR
- South Korea
- Prior art keywords
- hydrogen
- amine
- producing
- chlorine
- aryylhalopyrrolidone
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 238000004519 manufacturing process Methods 0.000 claims 8
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 7
- 229910052801 chlorine Inorganic materials 0.000 claims 6
- 239000000460 chlorine Substances 0.000 claims 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 5
- 150000001412 amines Chemical class 0.000 claims 5
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 239000011737 fluorine Substances 0.000 claims 3
- -1 trifluoromethylthio, trifluoromethylsulfinyl Chemical group 0.000 claims 3
- 229910021591 Copper(I) chloride Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 claims 2
- 229940045803 cuprous chloride Drugs 0.000 claims 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 238000003402 intramolecular cyclocondensation reaction Methods 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 1
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 229910052802 copper Inorganic materials 0.000 claims 1
- 239000010949 copper Substances 0.000 claims 1
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 claims 1
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 claims 1
- 229940112669 cuprous oxide Drugs 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- WEHWNAOGRSTTBQ-UHFFFAOYSA-N dipropylamine Chemical compound CCCNCCC WEHWNAOGRSTTBQ-UHFFFAOYSA-N 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
- Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)
- Saccharide Compounds (AREA)
- Pyridine Compounds (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
- Photoreceptors In Electrophotography (AREA)
- Shaping By String And By Release Of Stress In Plastics And The Like (AREA)
- Fishing Rods (AREA)
- Cephalosporin Compounds (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 동-함유 촉매제의 존재하에서 대응의 N-2-알케닐-α-할로아미르의 분자내 환화에 의한 하기 구조식을 가진 N-아리일할로피롤리돈의 제조방법에 있어서, (a) 구조식, RNH2(R은 임의로 히드록시로 치환되는 1~20개의 탄소원자를 가진 직쇄 또는 알킬 그루우프이다)를 가진 제1아민 또는 (b)구조식, R1NHR2(R1및 R2는 각기 알파-탄소원자에 분지를 가진 분지쇄알킬 그루우프을 제외하고서, 임의로 히드록시로 치환되는 1~20개의 탄소원자를 가진 직쇄-또는 분지쇄알킬 그루우프이다)를 가진 제2아민으로 구성된 그루우프로부터 선택된 아민의 존재하에서 약 50~약 150℃의 온도하에 상기의 분자내 환화가 이루어지는 것을 특징으로 하는 N-아리일할로피롤리돈의 제조방법.식중, X는 수소, 염소, 취소 및 불소로 구성되는 그루우프로부터 선택되며; Y는 수소, 염소, 취소 및 불소로 구성된 그루우프로부터 선택되고; Z는 염소 및 취소로 구성된 그루우프로부터 선택되고; R1은 수소 및 C1C4알킬로 구성된 그루우프로부터 선택되며; R2는 수소, C1-C4알킬, 아세틸, 염소, 취소, 불소, 요오드, 트리플루오로메틸, 니트로, 시아노, C1-C4알콕시, C1-C4알킬티오, C1-C4알킬술피닐, R3-C1알킬술포닐, 트리플루오로메틸티오, 트리플루오로메틸술피닐, 트리플루오로메틸술포닐, 펜타플루오로피온아미드 및 3-메틸우레이도로 구성된 그루우프로부터 선택되며; 그리고 R3은 수소, C1-C4알킬, 염소 및 트리플루오로메틸로 구성된 그루우프로부터 선택된다.
- 동 촉매제는 염화 제1동을 함유하는 특허청구의 범위 1기재의 N-아리일할로피롤리돈의 제조방법.
- 온도는 약 70℃∼약 90℃의 범위내인 특허청구의 범위 1기재의 N-아리일할로피롤리돈의 제조방법.
- 동촉매제는 산화 제1동을 함유하는 특허청구의 범위 1기재의 N-아리일할로피롤리돈의 제조방법.
- 동촉매제는 염화 제1동을 함유하는 특허청구의 범위 1기재의 N-아리일할로피롤리돈의 제조방법.
- 아민은 di(n-부틸)아민인 특허청구의 범위 1∼5기재의 N-아리일할로피롤리돈의 제조방법.
- 아민은di(n-프로필)아민인 특허청구의 범위 1~5기재의 N-아리일할로피롤리돈의 제조방법.
- 동촉매제는 α-할로아미드를 기본으로 하여 약 2.5~약 5몰%의 양으로 사용되는 특허청구의 범위 1~7기재의 N-아리일할로피롤리돈의 제조방법.
- 반응완료 소요시간은 약 30∼약 180분인 특허청구의 범위 1~8기재의 N-아리일할로피롤리돈의 제조방법.
- X는 염소이며 Y는 수소이고, Z는 클로로이고, R1은 수소이며, R2는 수소이고, 그리고 R3은 트리플루오로메틸인 특허청구의 범위 1∼9기재의 N-아리일할로피롤리돈의 제조방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US50513583A | 1983-06-16 | 1983-06-16 | |
| US505,135 | 1983-06-16 | ||
| US505135 | 1983-06-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR850000393A true KR850000393A (ko) | 1985-02-27 |
| KR890004126B1 KR890004126B1 (ko) | 1989-10-21 |
Family
ID=24009165
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840003367A KR890004126B1 (ko) | 1983-06-16 | 1984-06-15 | N-아리일할로피롤리돈의 제조방법 |
Country Status (27)
| Country | Link |
|---|---|
| EP (1) | EP0129296B1 (ko) |
| JP (1) | JPS6011464A (ko) |
| KR (1) | KR890004126B1 (ko) |
| AT (1) | ATE32062T1 (ko) |
| AU (1) | AU563172B2 (ko) |
| BG (1) | BG49382A3 (ko) |
| BR (1) | BR8402873A (ko) |
| CA (1) | CA1216298A (ko) |
| CS (1) | CS241090B2 (ko) |
| DD (1) | DD224317A5 (ko) |
| DE (1) | DE3468864D1 (ko) |
| DK (1) | DK162087C (ko) |
| DZ (1) | DZ648A1 (ko) |
| EG (1) | EG20053A (ko) |
| ES (1) | ES8506618A1 (ko) |
| HU (1) | HU192034B (ko) |
| IL (1) | IL72110A (ko) |
| MA (1) | MA20147A1 (ko) |
| MX (1) | MX156039A (ko) |
| NZ (1) | NZ208537A (ko) |
| PL (1) | PL142334B1 (ko) |
| PT (1) | PT78747B (ko) |
| RO (1) | RO88419A (ko) |
| SU (1) | SU1452479A3 (ko) |
| TR (1) | TR22866A (ko) |
| YU (1) | YU44565B (ko) |
| ZA (1) | ZA844532B (ko) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2728937B2 (ja) * | 1989-06-14 | 1998-03-18 | 三井東圧化学株式会社 | １―（３―置換ベンジル）―３―ハロゲノ―４―（１―ハロゲノアルキル）―２―ピロリジノン誘導体およびこれらを有効成分とする除草剤 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2305434A1 (fr) * | 1975-03-28 | 1976-10-22 | Stauffer Chemical Co | Procede de preparation pour l'emploi en tant qu'herbicides d'halo-2-pyrrolidinones n-substituees, de types acycliques, alicycliques, monocycliques, aromatiques ou phenyliques |
| US4132713A (en) * | 1977-12-23 | 1979-01-02 | Stauffer Chemical Company | Process for the preparation of N-substituted halopyrrolidones |
| EP0055215B1 (de) * | 1980-12-19 | 1985-01-30 | Ciba-Geigy Ag | Neue Fluorpyrrolidinone, Verfahren zu deren Herstellung, sie enthaltende herbizide Mittel und deren Verwendung |
-
1984
- 1984-05-29 DK DK265184A patent/DK162087C/da not_active IP Right Cessation
- 1984-06-11 YU YU1021/84A patent/YU44565B/xx unknown
- 1984-06-11 RO RO84114824A patent/RO88419A/ro unknown
- 1984-06-13 BG BG65842A patent/BG49382A3/xx unknown
- 1984-06-13 EG EG635584A patent/EG20053A/xx active
- 1984-06-13 TR TR4175/84A patent/TR22866A/xx unknown
- 1984-06-13 CS CS844462A patent/CS241090B2/cs unknown
- 1984-06-13 BR BR8402873A patent/BR8402873A/pt not_active IP Right Cessation
- 1984-06-13 DZ DZ847198A patent/DZ648A1/fr active
- 1984-06-14 EP EP84200860A patent/EP0129296B1/en not_active Expired
- 1984-06-14 AT AT84200860T patent/ATE32062T1/de not_active IP Right Cessation
- 1984-06-14 DE DE8484200860T patent/DE3468864D1/de not_active Expired
- 1984-06-14 IL IL72110A patent/IL72110A/xx unknown
- 1984-06-14 PL PL1984248201A patent/PL142334B1/pl unknown
- 1984-06-15 NZ NZ208537A patent/NZ208537A/en unknown
- 1984-06-15 PT PT78747A patent/PT78747B/pt unknown
- 1984-06-15 ZA ZA844532A patent/ZA844532B/xx unknown
- 1984-06-15 HU HU842318A patent/HU192034B/hu not_active IP Right Cessation
- 1984-06-15 ES ES533471A patent/ES8506618A1/es not_active Expired
- 1984-06-15 AU AU29429/84A patent/AU563172B2/en not_active Ceased
- 1984-06-15 CA CA000456705A patent/CA1216298A/en not_active Expired
- 1984-06-15 KR KR1019840003367A patent/KR890004126B1/ko not_active IP Right Cessation
- 1984-06-15 SU SU3753761A patent/SU1452479A3/ru active
- 1984-06-15 DD DD84264189A patent/DD224317A5/de not_active IP Right Cessation
- 1984-06-15 MX MX201673A patent/MX156039A/es unknown
- 1984-06-16 JP JP59122964A patent/JPS6011464A/ja active Granted
- 1984-06-21 MA MA20371A patent/MA20147A1/fr unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1501607A (en) | Substituted n-phenyl-n'-benzoyl-ureas and their use as insecticides | |
| KR840005459A (ko) | 메틸렌-디포스폰산 유도체의 제조방법 | |
| KR900012535A (ko) | 살균제 | |
| KR850003393A (ko) | 1-벤질-아미노알킬-피롤리디논의 제조방법 | |
| KR930012748A (ko) | 5-(치환 메틸)-2,3-피리딘디카르복시산의 제조에 유용한 5,6-이치환-3-피리딜메틸 암모늄 할라이드 화합물, 및 이들의 제조방법 | |
| KR850003718A (ko) | 피라졸류 제초제에 대한 개량 | |
| KR850001184A (ko) | 1,5-벤조티아제핀 유도체의 제조방법 | |
| GB1364403A (en) | 1 - aminosulphonyl - 2 - aminobenzimidazoles process for their preparation and their fungicidal use | |
| KR850000393A (ko) | N-아리일할로피롤리돈의 제조방법 | |
| KR840003631A (ko) | 아졸릴펜옥시- 테트라하이드로푸란-2-일리덴- 메탄의 제조방법 | |
| DK0873327T3 (da) | Fremgangsmåde til fremstilling af 2-chlor-5-chlormethyl-thiazol | |
| DK0540686T3 (da) | 2-fluorfuranosylderivater og fremgangsmåde til fremstilling af 2-fluorpyrimidin- og 2-fluorpurinnucleosider | |
| KR840009078A (ko) | 새로운 1-[2-카르브에톡시 4-벤즈 알킬 아미도 펜옥시]-3-아미노 -2-프로판올의 제조방법 | |
| DE60325631D1 (de) | Verfahren zur herstellung von 2,6-dihalo-para-trifluoromethylanilin | |
| KR840007417A (ko) | 오르토 용해된 피롤 유도체의 제조방법 | |
| CA2420302A1 (en) | Catalytic process for the preparation of thiazole derivatives | |
| KR890014434A (ko) | 할로겐-함유 방향족 화합물의 제조방법 | |
| KR850008171A (ko) | 시클릭 아졸일비닐 에테르의 제조방법 | |
| KR840004720A (ko) | 살충제 조성물 및 이의 제조방법 | |
| ATE261940T1 (de) | Verfahren zur herstellung von n-alkenyl-amiden | |
| KR910016673A (ko) | 히드록시페닐프로피오네이트의 제조방법 | |
| KR920012096A (ko) | 아스타크산틴 중간체 | |
| DE50112967D1 (de) | Verfahren zur herstellung von substituierten 5-amino-n-phenyl-1,2,4-triazol-3-sulfonamiden | |
| KR840008374A (ko) | 0-할로페닐 0-알킬 s-3급-부틸포스포로티오에이트의 제조방법 | |
| DE60115663D1 (de) | Verfahren zur herstellung von alkyllithium-verbindungen |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| G160 | Decision to publish patent application | ||
| E701 | Decision to grant or registration of patent right | ||
| GRNT | Written decision to grant | ||
| FPAY | Annual fee payment |
Payment date: 20021008 Year of fee payment: 14 |
|
| LAPS | Lapse due to unpaid annual fee |