KR830004248A - 3-(4-피리딘일)-2-사이클로헥산-1-온 옥심의 제조방법 - Google Patents
3-(4-피리딘일)-2-사이클로헥산-1-온 옥심의 제조방법 Download PDFInfo
- Publication number
- KR830004248A KR830004248A KR1019800003962A KR800003962A KR830004248A KR 830004248 A KR830004248 A KR 830004248A KR 1019800003962 A KR1019800003962 A KR 1019800003962A KR 800003962 A KR800003962 A KR 800003962A KR 830004248 A KR830004248 A KR 830004248A
- Authority
- KR
- South Korea
- Prior art keywords
- pyridinyl
- oxime
- cyclohexen
- oxo
- carbonyl
- Prior art date
Links
- -1 4-pyridinyl Chemical group 0.000 title claims 4
- 238000000034 method Methods 0.000 title claims 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 claims 2
- XZJNKMZDJMQHQE-UHFFFAOYSA-N N-(3-pyridin-4-ylcyclohex-2-en-1-ylidene)hydroxylamine Chemical compound ON=C1CCCC(C=2C=CN=CC=2)=C1 XZJNKMZDJMQHQE-UHFFFAOYSA-N 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 2
- QOKUDSLTOOMYTB-UHFFFAOYSA-N 1-pyridin-4-ylhexane-1,5-dione Chemical compound CC(=O)CCCC(=O)C1=CC=NC=C1 QOKUDSLTOOMYTB-UHFFFAOYSA-N 0.000 claims 1
- YTVCCNFJGGOBAH-UHFFFAOYSA-N 3-pyridin-4-ylcyclohex-2-en-1-one Chemical compound O=C1CCCC(C=2C=CN=CC=2)=C1 YTVCCNFJGGOBAH-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- NRAJQOHIUWHAOF-UHFFFAOYSA-N N1=CC=C(C=C1)C=1C(CCCC=1)=O Chemical compound N1=CC=C(C=C1)C=1C(CCCC=1)=O NRAJQOHIUWHAOF-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 239000000701 coagulant Substances 0.000 claims 1
- KZAOHLKSKIFDCS-UHFFFAOYSA-N ethyl 5-oxo-2-(pyridine-4-carbonyl)hexanoate Chemical compound CCOC(=O)C(CCC(C)=O)C(=O)C1=CC=NC=C1 KZAOHLKSKIFDCS-UHFFFAOYSA-N 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 150000002923 oximes Chemical class 0.000 claims 1
- 238000010992 reflux Methods 0.000 claims 1
- 238000003756 stirring Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/53—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
- C07D213/46—Oxygen atoms
- C07D213/50—Ketonic radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pyridine Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (3)
- 에틸 5-옥소-2-[(4-피리딘일)카르본일] 헥산오에이트를 과량의 수용성 황산과 함께 가열하고 과량의 산을 중화한 후 생성된 뜨거운 혼합물을 이소프로필 알코올과 함께 잘 진탕하여 3-(4-피리딘일)-2-사이클로헥센-1-온을 추출하여 무거운 따뜻한 수용층을 배출시키고 하이드록실아민 염산염을 3-(4-피리딘일)-2-사이클로헥센-1-온의 이소프로필 알코올 용액에 가하고 그 혼합물을 환류에서 교반하고 염기성화한 후 증발 건조하고 잔사로부터 3-(4-피리딘일)-2-사이클로헥센-1-온 옥심을 단리하는 것으로 구성된 1용기반응을 특징으로 하는, 에틸 5-옥소-2-[(4-피리딘일)카르본일] 헥산오에이트를 수용성 산성 조건에서 가열하여 1-(4-피리딘일)-헥산-1,5-디온을 제조하고 상기 헥산-1,5-디온을 염기성 응결제와 함께 가열하여 3-(4-피리딘일)-2-사이클로헥센-1-온을 제조하고 상기 사이클로헥센-1-온을 그의 옥심으로 전환시킴으로써, 3-(4-피리딘일)-2-사이클로헥센-1-온 옥심을 제조하는 방법.
- 에틸 5-옥소-2-[(4-피리딘일)카르본일] 헥산오에이트 1몰당 3몰당량의 황산을 사용하는 것을 특징으로 하는 청구범위 제1항에 기재된 방법.
- 과량의 황산을 수용성 수산화 나트륨 용액으로 중화하는 것을 특징으로 하는 청구범위 제1항 또는 제2항에 기재된 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US105020 | 1979-12-19 | ||
| US06/105,020 US4246420A (en) | 1979-12-19 | 1979-12-19 | Process for preparing 3-(4-pyridinyl)-2-cyclohene-1-oxime |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR830004248A true KR830004248A (ko) | 1983-07-09 |
Family
ID=22303627
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019800003962A KR830004248A (ko) | 1979-12-19 | 1980-10-15 | 3-(4-피리딘일)-2-사이클로헥산-1-온 옥심의 제조방법 |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US4246420A (ko) |
| JP (1) | JPS5687564A (ko) |
| KR (1) | KR830004248A (ko) |
| AR (1) | AR224031A1 (ko) |
| AT (1) | AT374182B (ko) |
| AU (1) | AU532025B2 (ko) |
| BE (1) | BE885571A (ko) |
| CA (1) | CA1129865A (ko) |
| DE (1) | DE3039143A1 (ko) |
| DK (1) | DK436080A (ko) |
| ES (1) | ES495967A0 (ko) |
| FI (1) | FI803132L (ko) |
| FR (1) | FR2471977A1 (ko) |
| GB (1) | GB2065636B (ko) |
| IL (1) | IL61088A (ko) |
| IT (1) | IT1141073B (ko) |
| LU (1) | LU82852A1 (ko) |
| NL (1) | NL8005660A (ko) |
| NO (1) | NO803011L (ko) |
| NZ (1) | NZ194951A (ko) |
| PT (1) | PT71819B (ko) |
| SE (1) | SE8007269L (ko) |
| ZA (1) | ZA806201B (ko) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109761844B (zh) * | 2019-01-29 | 2021-11-09 | 常州南京大学高新技术研究院 | 一种一锅法制备1-(4-苯甲酰氨基-苯基)-3-苯基丙烷-1,3-二酮的方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4026900A (en) * | 1976-03-19 | 1977-05-31 | Sterling Drug Inc. | 3-(Pyridinyl)-2-cyclohexen-1-ones |
| US4111946A (en) * | 1976-11-01 | 1978-09-05 | Sterling Drug Inc. | Preparation of 3-(pyridinyl)-2-cyclohexen-1-ones |
-
1979
- 1979-12-19 US US06/105,020 patent/US4246420A/en not_active Expired - Lifetime
-
1980
- 1980-09-15 NZ NZ194951A patent/NZ194951A/xx unknown
- 1980-09-19 PT PT71819A patent/PT71819B/pt unknown
- 1980-09-19 IL IL61088A patent/IL61088A/xx unknown
- 1980-09-22 AU AU62595/80A patent/AU532025B2/en not_active Ceased
- 1980-09-23 IT IT24844/80A patent/IT1141073B/it active
- 1980-09-30 GB GB8031535A patent/GB2065636B/en not_active Expired
- 1980-10-02 FI FI803132A patent/FI803132L/fi not_active Application Discontinuation
- 1980-10-02 AR AR282759A patent/AR224031A1/es active
- 1980-10-08 ZA ZA00806201A patent/ZA806201B/xx unknown
- 1980-10-08 BE BE1/9977A patent/BE885571A/fr not_active IP Right Cessation
- 1980-10-08 FR FR8021518A patent/FR2471977A1/fr active Pending
- 1980-10-09 NO NO803011A patent/NO803011L/no unknown
- 1980-10-14 AT AT0510080A patent/AT374182B/de active
- 1980-10-14 NL NL8005660A patent/NL8005660A/nl not_active Application Discontinuation
- 1980-10-15 LU LU82852A patent/LU82852A1/fr unknown
- 1980-10-15 DK DK436080A patent/DK436080A/da not_active Application Discontinuation
- 1980-10-15 KR KR1019800003962A patent/KR830004248A/ko unknown
- 1980-10-16 DE DE19803039143 patent/DE3039143A1/de not_active Withdrawn
- 1980-10-16 ES ES495967A patent/ES495967A0/es active Granted
- 1980-10-16 SE SE8007269A patent/SE8007269L/xx not_active Application Discontinuation
- 1980-10-16 JP JP14504780A patent/JPS5687564A/ja active Pending
- 1980-12-18 CA CA367,086A patent/CA1129865A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2471977A1 (fr) | 1981-06-26 |
| CA1129865A (en) | 1982-08-17 |
| IL61088A0 (en) | 1980-11-30 |
| FI803132L (fi) | 1981-06-20 |
| IT1141073B (it) | 1986-10-01 |
| US4246420A (en) | 1981-01-20 |
| AR224031A1 (es) | 1981-10-15 |
| BE885571A (fr) | 1981-04-08 |
| ES8107187A1 (es) | 1981-10-01 |
| ATA510080A (de) | 1983-08-15 |
| GB2065636B (en) | 1983-12-14 |
| AU532025B2 (en) | 1983-09-15 |
| IL61088A (en) | 1983-11-30 |
| PT71819A (en) | 1980-10-01 |
| NL8005660A (nl) | 1981-07-16 |
| ZA806201B (en) | 1981-09-30 |
| AT374182B (de) | 1984-03-26 |
| NZ194951A (en) | 1982-11-23 |
| AU6259580A (en) | 1981-06-25 |
| JPS5687564A (en) | 1981-07-16 |
| ES495967A0 (es) | 1981-10-01 |
| GB2065636A (en) | 1981-07-01 |
| DK436080A (da) | 1981-06-20 |
| DE3039143A1 (de) | 1981-06-25 |
| PT71819B (en) | 1981-07-09 |
| LU82852A1 (fr) | 1981-06-04 |
| SE8007269L (sv) | 1981-06-20 |
| NO803011L (no) | 1981-06-22 |
| IT8024844A0 (it) | 1980-09-23 |
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