KR830009034A - 7-클로로-1,2,3,4-테트라하이드로키놀린-4-온의 제조방법 - Google Patents
7-클로로-1,2,3,4-테트라하이드로키놀린-4-온의 제조방법 Download PDFInfo
- Publication number
- KR830009034A KR830009034A KR1019820000163A KR820000163A KR830009034A KR 830009034 A KR830009034 A KR 830009034A KR 1019820000163 A KR1019820000163 A KR 1019820000163A KR 820000163 A KR820000163 A KR 820000163A KR 830009034 A KR830009034 A KR 830009034A
- Authority
- KR
- South Korea
- Prior art keywords
- chloro
- acid
- tetrahydrokinolin
- sulfuric acid
- cyclized
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 4
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 claims 4
- YHXKNYLHVMSFKC-UHFFFAOYSA-N 3-(3-chloroanilino)propanoic acid Chemical compound OC(=O)CCNC1=CC=CC(Cl)=C1 YHXKNYLHVMSFKC-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- HIFJUMGIHIZEPX-UHFFFAOYSA-N sulfuric acid;sulfur trioxide Chemical compound O=S(=O)=O.OS(O)(=O)=O HIFJUMGIHIZEPX-UHFFFAOYSA-N 0.000 claims 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 238000005869 desulfonation reaction Methods 0.000 claims 1
- 238000007865 diluting Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
-
- 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
- C07D215/16—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 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
- C07D215/20—Oxygen atoms
- C07D215/22—Oxygen atoms attached in position 2 or 4
- C07D215/233—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 4
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Quinoline Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- 3-m-클로로아닐리노프로피온산을 발연황산으로 환화시킨 후, 하기 구조식(II)의 중간체 방향족 설폰산을 묽은 황산에 의해 탈설폰화시킨다음, 얻어진 7-클로로-1,2,3,4-테트라하이드로키놀린-4-온을 분리시키는 것을 특징으로 하는 7-클로로-1,2,3,4-테트라하이드로키놀린-4-온의 제조방법.상기식에서, n은 1 또는 2이다.
- 제1항에 있어서, 0-40℃에서 10-70%의 삼산화황을 함유하는 발연황산으로 환화시키는 것을 특징으로 하는 방법.
- 제1항에 있어서, 환화 초기에 삼산화황/3-m-클로로아닐리노프로피온산의 몰비가 5-10인 것을 특징으로 하는 방법.
- 제1항에 있어서, 반응 혼합물을 물에 희석시킨후 120-180℃에서 가열함으로서 탈설폰화반응을 실시하는 것을 특징으로 하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR8100763A FR2498185A1 (fr) | 1981-01-16 | 1981-01-16 | Procede de preparation de la chloro-7 tetrahydro-1,2,3,4 quinolinone-4 |
FR763 | 1981-01-16 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR830009034A true KR830009034A (ko) | 1983-12-17 |
KR870001920B1 KR870001920B1 (ko) | 1987-10-22 |
Family
ID=9254221
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR8200163A KR870001920B1 (ko) | 1981-01-16 | 1982-01-15 | 7-클로로-1,2,3,4-테트라하이드로키놀린-4-온의 제조방법 |
Country Status (13)
Country | Link |
---|---|
US (1) | US4421918A (ko) |
EP (1) | EP0056764B1 (ko) |
JP (1) | JPS57171971A (ko) |
KR (1) | KR870001920B1 (ko) |
AT (1) | ATE5721T1 (ko) |
CA (1) | CA1167041A (ko) |
DE (1) | DE3260022D1 (ko) |
DK (1) | DK148803C (ko) |
FR (1) | FR2498185A1 (ko) |
HU (1) | HU184983B (ko) |
IE (1) | IE51959B1 (ko) |
IN (1) | IN157561B (ko) |
ZA (1) | ZA82279B (ko) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114105871B (zh) * | 2021-12-06 | 2023-11-14 | 青岛科技大学 | 一种8-羟基喹啉的制备方法 |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR806715A (fr) * | 1936-01-11 | 1936-12-23 | Ig Farbenindustrie Ag | Procédé pour préparer des composés hétérocycliques de l'azote |
US3281836A (en) * | 1948-08-26 | 1966-10-25 | Brown Robert Hanbury | Interrogation gain control |
US2558211A (en) * | 1949-04-14 | 1951-06-26 | Lilly Co Eli | Preparation of 4-hydroxyquinoline compounds |
BE638349A (ko) * | 1963-08-30 | |||
FR1514280A (fr) * | 1967-01-10 | 1968-02-23 | Roussel Uclaf | Nouveau procédé de préparation de quinoléines substituées et produits ainsi obtenus |
-
1981
- 1981-01-16 FR FR8100763A patent/FR2498185A1/fr active Granted
-
1982
- 1982-01-14 JP JP57003537A patent/JPS57171971A/ja active Granted
- 1982-01-15 CA CA000394262A patent/CA1167041A/fr not_active Expired
- 1982-01-15 HU HU82119A patent/HU184983B/hu not_active IP Right Cessation
- 1982-01-15 US US06/339,704 patent/US4421918A/en not_active Expired - Fee Related
- 1982-01-15 AT AT82400078T patent/ATE5721T1/de not_active IP Right Cessation
- 1982-01-15 IN IN33/DEL/82A patent/IN157561B/en unknown
- 1982-01-15 DK DK16382A patent/DK148803C/da not_active IP Right Cessation
- 1982-01-15 EP EP82400078A patent/EP0056764B1/fr not_active Expired
- 1982-01-15 IE IE77/82A patent/IE51959B1/en unknown
- 1982-01-15 ZA ZA82279A patent/ZA82279B/xx unknown
- 1982-01-15 KR KR8200163A patent/KR870001920B1/ko active
- 1982-01-15 DE DE8282400078T patent/DE3260022D1/de not_active Expired
Also Published As
Publication number | Publication date |
---|---|
DE3260022D1 (en) | 1984-02-02 |
IE51959B1 (en) | 1987-04-29 |
DK16382A (da) | 1982-07-17 |
KR870001920B1 (ko) | 1987-10-22 |
CA1167041A (fr) | 1984-05-08 |
IN157561B (ko) | 1986-04-26 |
FR2498185A1 (fr) | 1982-07-23 |
IE820077L (en) | 1982-07-16 |
DK148803B (da) | 1985-10-07 |
JPS57171971A (en) | 1982-10-22 |
ATE5721T1 (de) | 1984-01-15 |
EP0056764A1 (fr) | 1982-07-28 |
ZA82279B (en) | 1982-11-24 |
US4421918A (en) | 1983-12-20 |
FR2498185B1 (ko) | 1983-08-26 |
JPH0155270B2 (ko) | 1989-11-22 |
DK148803C (da) | 1986-04-01 |
HU184983B (en) | 1984-11-28 |
EP0056764B1 (fr) | 1983-12-28 |
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