KR860000264A - 2,2,4-트리메틸-1,2-디히드로퀴놀린 제조방법 - Google Patents
2,2,4-트리메틸-1,2-디히드로퀴놀린 제조방법 Download PDFInfo
- Publication number
- KR860000264A KR860000264A KR1019850004621A KR850004621A KR860000264A KR 860000264 A KR860000264 A KR 860000264A KR 1019850004621 A KR1019850004621 A KR 1019850004621A KR 850004621 A KR850004621 A KR 850004621A KR 860000264 A KR860000264 A KR 860000264A
- Authority
- KR
- South Korea
- Prior art keywords
- process according
- aniline
- dihydroquinoline
- trimethyl
- catalyst
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 5
- ZNRLMGFXSPUZNR-UHFFFAOYSA-N 2,2,4-trimethyl-1h-quinoline Chemical compound C1=CC=C2C(C)=CC(C)(C)NC2=C1 ZNRLMGFXSPUZNR-UHFFFAOYSA-N 0.000 title claims 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 6
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims 6
- 229910015900 BF3 Inorganic materials 0.000 claims 3
- KRHYYFGTRYWZRS-UHFFFAOYSA-N Fluorane Chemical compound F KRHYYFGTRYWZRS-UHFFFAOYSA-N 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 229910000040 hydrogen fluoride Inorganic materials 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 claims 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
- 239000004202 carbamide Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/04—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
- C07D215/06—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms having only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Quinoline Compounds (AREA)
Abstract
Description
Claims (5)
- 아세톤, 디아세톤 알코올 및 산화메시틸 중에서 선택되는 최소한 한가지 요소와 아닐린을 플루오르화 수소와 트리풀루오르화 붕소로 된 촉매존재하에 반응시켜는 2,2,4-트리메틸-1,2-디히드로퀴놀린 제조방법.
- 제1항에 있어서, 플루오르화수소/트리플루오르화붕소의 몰비가 0.2-2/1인 제조방법.
- 제1항에 있어서, 촉매의 량(플루오르화수소와 트리플루오르화붕소와 합계)이 아닐린 1몰당 0.005-0.1몰인 제조방법.
- 제3항에 있어서, 촉매의 량이 아닐린 1몰당 0.01-0.07몰인 제조방법.
- 제1항에 있어서, 80-150℃의 온도에서 반응시키는 제조방법.※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP59135995A JPS6115873A (ja) | 1984-06-29 | 1984-06-29 | 2,2,4−トリメチル−1,2−ジヒドロキノリンの製造方法 |
JP135995 | 1984-06-29 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR860000264A true KR860000264A (ko) | 1986-01-27 |
KR920001467B1 KR920001467B1 (ko) | 1992-02-14 |
Family
ID=15164729
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019850004621A KR920001467B1 (ko) | 1984-06-29 | 1985-06-28 | 2,2,4-트리메틸-1,2-디히드로퀴놀린 제조방법 |
Country Status (6)
Country | Link |
---|---|
US (1) | US4746743A (ko) |
EP (1) | EP0172633B1 (ko) |
JP (1) | JPS6115873A (ko) |
KR (1) | KR920001467B1 (ko) |
CA (1) | CA1259314A (ko) |
DE (1) | DE3572660D1 (ko) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20220145941A (ko) * | 2021-04-20 | 2022-10-31 | (주) 성운파마코피아 | 구아니디노-벤조에이트 설폰산 화합물의 제조 방법 |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5219005A (en) * | 1990-02-15 | 1993-06-15 | Hans Stoffel | Method for readying a twin chamber container to be filled with a product |
US6093825A (en) * | 1998-05-27 | 2000-07-25 | American Home Products | Methods for preparation of 1,2-dihydroquinolines |
CN113444039B (zh) * | 2021-08-02 | 2022-05-31 | 河南省科学院高新技术研究中心 | 一种利用离子液体制备2,2,4-三甲基-1,2-二氢喹啉的方法 |
US20240124683A1 (en) | 2022-09-28 | 2024-04-18 | The Goodyear Tire & Rubber Company | Rubber - forming additives from biomass through syngas production |
US20240117149A1 (en) | 2022-09-28 | 2024-04-11 | The Goodyear Tire & Rubber Company | Rubber - forming additives from end of life tires through syngas production |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2514648A (en) * | 1949-10-14 | 1950-07-11 | Goodrich Co B F | Preparation of monomeric 2, 2, 4-trimethyl-1, 2-dihydro-quinoline |
US3020282A (en) * | 1957-07-22 | 1962-02-06 | Reilly Tar & Chem Corp | Process of preparing quinoline |
US3899492A (en) * | 1969-06-19 | 1975-08-12 | Leonard Sergeevich Povarov | Process for the production of substituted 1,2-dihydroquinolines |
DE1932022C3 (de) * | 1969-06-24 | 1973-11-15 | Institut Fuer Organische Chemie N.D. Zelinsky - Akademie Der Wissenschaften Der Udssr, Moskau | Verfahren zur Herstellung von 1,2 Dihydrochinolinen |
JPS5711967A (en) * | 1980-06-24 | 1982-01-21 | Sumitomo Chem Co Ltd | Preparation of 2,2,4-trimethyl-1,2-dihydroquinoline |
JPS5888363A (ja) * | 1981-11-19 | 1983-05-26 | Sumitomo Chem Co Ltd | 2,2,4−トリメチル−1,2−ジヒドロキノリンの製造法 |
-
1984
- 1984-06-29 JP JP59135995A patent/JPS6115873A/ja active Granted
-
1985
- 1985-06-21 US US06/747,554 patent/US4746743A/en not_active Expired - Lifetime
- 1985-06-26 CA CA000485425A patent/CA1259314A/en not_active Expired
- 1985-06-28 DE DE8585304647T patent/DE3572660D1/de not_active Expired
- 1985-06-28 EP EP85304647A patent/EP0172633B1/en not_active Expired
- 1985-06-28 KR KR1019850004621A patent/KR920001467B1/ko not_active IP Right Cessation
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20220145941A (ko) * | 2021-04-20 | 2022-10-31 | (주) 성운파마코피아 | 구아니디노-벤조에이트 설폰산 화합물의 제조 방법 |
Also Published As
Publication number | Publication date |
---|---|
JPS6115873A (ja) | 1986-01-23 |
EP0172633A1 (en) | 1986-02-26 |
US4746743A (en) | 1988-05-24 |
DE3572660D1 (en) | 1989-10-05 |
CA1259314A (en) | 1989-09-12 |
EP0172633B1 (en) | 1989-08-30 |
JPH0212469B2 (ko) | 1990-03-20 |
KR920001467B1 (ko) | 1992-02-14 |
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