KR860002515A - 세펨 유도체의 간단한 제조방법 - Google Patents
세펨 유도체의 간단한 제조방법 Download PDFInfo
- Publication number
- KR860002515A KR860002515A KR1019840005935A KR840005935A KR860002515A KR 860002515 A KR860002515 A KR 860002515A KR 1019840005935 A KR1019840005935 A KR 1019840005935A KR 840005935 A KR840005935 A KR 840005935A KR 860002515 A KR860002515 A KR 860002515A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- compound
- solvate
- dimethylformamide
- reacting
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title claims 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 2
- 238000005917 acylation reaction Methods 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 239000003960 organic solvent Substances 0.000 claims 2
- 239000012453 solvate Substances 0.000 claims 2
- LMDZBCPBFSXMTL-UHFFFAOYSA-N 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide Chemical compound CCN=C=NCCCN(C)C LMDZBCPBFSXMTL-UHFFFAOYSA-N 0.000 claims 1
- JMTMSDXUXJISAY-UHFFFAOYSA-N 2H-benzotriazol-4-ol Chemical compound OC1=CC=CC2=C1N=NN2 JMTMSDXUXJISAY-UHFFFAOYSA-N 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical group C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- XNPOFXIBHOVFFH-UHFFFAOYSA-N N-cyclohexyl-N'-(2-(4-morpholinyl)ethyl)carbodiimide Chemical compound C1CCCCC1N=C=NCCN1CCOCC1 XNPOFXIBHOVFFH-UHFFFAOYSA-N 0.000 claims 1
- -1 acetoxymethyl Chemical group 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 125000000217 alkyl group Chemical group 0.000 claims 1
- 239000003054 catalyst Substances 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 239000012046 mixed solvent Substances 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 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
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/59—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3 with hetero atoms directly attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cephalosporin Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- 구조식(Ⅴ)의 촉매 및 축합제 존재하에서 유기용매중에서 구조식(Ⅱ)의 유기산과 구조식(Ⅳ)의 하이드록시벤조트리아졸을 반응시켜 얻어진 구조식(Ⅷ)의 반응성아마이드의 용매화물을 구조식(Ⅲ)화합물과 아실화 반응을 시켜서 구조식(Ⅰ)화합물을 제조하는 방법.상기식에서, R1은 수소 또는 알카리금속 또는 알카리토류금속; R2는 수소,메틸,할로겐, 아세톡시메틸 또는 -CH2-S-R3기, 여기에서 R3는 1내지 4의 헤테로원자를 함유하고 또한 저급알킬기로 치환될수있는 5원 또는 6원의 복소환기를 의미한다.
- 제1항에서, 구조식(Ⅷ)의 반응성 아마이드의 용매화물은 N,N-디메틸포름아마이드, N,N-디메틸 아세트아마이드 및 N-메틸-2-피롤리돈에서 선택된 용매로 부터 제조하는 방법.
- 제1항에서, 축합제로 디사이클로헥실카보디이미드, N-사이클로헥실-N′-모르포리노에틸카보디이미드,N-에틸-N′-(3-디메틸아미노프로필)카보디이미드 또는 1-(p-클로로벤젤설포닐옥시-6-클로로-1H-벤조트리아졸을 사용하는 방법.
- 제1항에서, 아실화 반응을 주위온도에서 물과 아세토니트릴, 아세톤, 테트라하이드로푸란, N,N-디메틸포름아미드,N,N-디메틸아세트아미드에서 선택된 유기용매와의 혼합용매중에서 행하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019840005935A KR870001332B1 (ko) | 1984-09-27 | 1984-09-27 | 세펨 유도체의 간단한 제조방법 |
| AT84112657T ATE53034T1 (de) | 1984-09-27 | 1984-10-19 | Verfahren zur herstellung von cephemverbindungen. |
| DE8484112657T DE3482325D1 (de) | 1984-09-27 | 1984-10-19 | Verfahren zur herstellung von cephem-verbindungen. |
| EP84112657A EP0175814B1 (en) | 1984-09-27 | 1984-10-19 | Process for preparing cephem derivatives |
| JP59239297A JPS6178791A (ja) | 1984-09-27 | 1984-11-12 | セフエム誘導体の製造法 |
| ES537633A ES537633A0 (es) | 1984-09-27 | 1984-11-14 | Un procedimiento para preparar un compuesto cefemico |
| HU862389A HU197579B (en) | 1984-09-27 | 1986-06-05 | Process for production of derivatives of cefem carbonic acid |
| IN508/DEL/86A IN165298B (ko) | 1984-09-27 | 1986-06-10 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1019840005935A KR870001332B1 (ko) | 1984-09-27 | 1984-09-27 | 세펨 유도체의 간단한 제조방법 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR860002515A true KR860002515A (ko) | 1986-04-26 |
| KR870001332B1 KR870001332B1 (ko) | 1987-07-18 |
Family
ID=19235543
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840005935A KR870001332B1 (ko) | 1984-09-27 | 1984-09-27 | 세펨 유도체의 간단한 제조방법 |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0175814B1 (ko) |
| JP (1) | JPS6178791A (ko) |
| KR (1) | KR870001332B1 (ko) |
| AT (1) | ATE53034T1 (ko) |
| DE (1) | DE3482325D1 (ko) |
| ES (1) | ES537633A0 (ko) |
| IN (1) | IN165298B (ko) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GR890100706A (el) * | 1989-10-31 | 1992-03-20 | Han Mi Pharma Ind Co Ltd | Μέ?οδος παρασκευής παραγώγων κεφέμης. |
| KR950014571B1 (ko) * | 1991-11-18 | 1995-12-08 | 제일제당주식회사 | 세펨 유도체의 제조방법 |
| AT398764B (de) * | 1992-01-28 | 1995-01-25 | Lek Tovarna Farmacevtskih | Verfahren zur herstellung von ceftriaxondinatrium-salzhemiheptahydrat |
| AT399877B (de) * | 1992-02-20 | 1995-08-25 | Biochemie Gmbh | Neues verfahren zur herstellung von ceftriaxon |
| KR100197788B1 (ko) * | 1995-06-30 | 1999-06-15 | 김충환 | 세펨 유도체의 제조방법 |
| CA2216259A1 (en) * | 1996-09-25 | 1998-03-25 | Eisai Chemical Co., Ltd. | Production process of cephem compound |
| IT1286494B1 (it) * | 1996-11-19 | 1998-07-15 | Hichem Pharma S P A | Procedimento per la preparazione di derivati cefalosporanici |
| WO1998045290A1 (fr) * | 1997-04-04 | 1998-10-15 | Tokuyama Corporation | Derives de 2-aminothiazoleacetamide |
| CN102702230B (zh) * | 2012-05-30 | 2014-09-10 | 华北制药河北华民药业有限责任公司 | 一种头孢噻肟酸的制备方法 |
| CN105622634A (zh) * | 2016-03-04 | 2016-06-01 | 中山福运生物科技有限公司 | 一种头孢唑肟酸的生产方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2758000A1 (de) * | 1977-12-24 | 1979-07-05 | Hoechst Ag | Verfahren zur herstellung von penicillinen und cephalosporinen |
| JPS57163386A (en) * | 1981-08-13 | 1982-10-07 | Takeda Chem Ind Ltd | Cephalosporin derivative and its production |
-
1984
- 1984-09-27 KR KR1019840005935A patent/KR870001332B1/ko not_active IP Right Cessation
- 1984-10-19 DE DE8484112657T patent/DE3482325D1/de not_active Expired - Lifetime
- 1984-10-19 EP EP84112657A patent/EP0175814B1/en not_active Expired - Lifetime
- 1984-10-19 AT AT84112657T patent/ATE53034T1/de not_active IP Right Cessation
- 1984-11-12 JP JP59239297A patent/JPS6178791A/ja active Granted
- 1984-11-14 ES ES537633A patent/ES537633A0/es active Granted
-
1986
- 1986-06-10 IN IN508/DEL/86A patent/IN165298B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP0175814A2 (en) | 1986-04-02 |
| ES8602811A1 (es) | 1985-12-01 |
| KR870001332B1 (ko) | 1987-07-18 |
| JPH0553798B2 (ko) | 1993-08-10 |
| ES537633A0 (es) | 1985-12-01 |
| JPS6178791A (ja) | 1986-04-22 |
| EP0175814B1 (en) | 1990-05-23 |
| DE3482325D1 (de) | 1990-06-28 |
| IN165298B (ko) | 1989-09-09 |
| ATE53034T1 (de) | 1990-06-15 |
| EP0175814A3 (en) | 1987-06-24 |
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Payment date: 20040115 Year of fee payment: 18 |
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