RO81342B - Procedeu de preparare a unor enamine - Google Patents
Procedeu de preparare a unor enamineInfo
- Publication number
- RO81342B RO81342B RO101039A RO10103980A RO81342B RO 81342 B RO81342 B RO 81342B RO 101039 A RO101039 A RO 101039A RO 10103980 A RO10103980 A RO 10103980A RO 81342 B RO81342 B RO 81342B
- Authority
- RO
- Romania
- Prior art keywords
- general formula
- treated
- organic solvent
- reaction product
- defined above
- Prior art date
Links
- 150000002081 enamines Chemical class 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 abstract 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- 125000000453 2,2,2-trichloroethyl group Chemical group [H]C([H])(*)C(Cl)(Cl)Cl 0.000 abstract 1
- OURXRFYZEOUCRM-UHFFFAOYSA-N 4-hydroxymorpholine Chemical group ON1CCOCC1 OURXRFYZEOUCRM-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
- 150000002085 enols Chemical class 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- HRDXJKGNWSUIBT-UHFFFAOYSA-N methoxybenzene Chemical group [CH2]OC1=CC=CC=C1 HRDXJKGNWSUIBT-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 125000006503 p-nitrobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1[N+]([O-])=O)C([H])([H])* 0.000 abstract 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003386 piperidinyl group Chemical group 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 239000012429 reaction media Substances 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cephalosporin Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Procedeu de preparare a unor enamine cu formula generala I: (vezi form. in desc.) în care R1 reprezinta p-nitrobenzil, difenilmetil, sau 2,2,2-tricloretil, R2 reprezinta benzil sau fenoximetil R3, R4 si cu atomul de azot adiacent formeaza un inel morfolinol sau piperidinil, caracterizat prin aceea ca, se trateaza un enol cu formula generala II: (vezi form. in desc.) în care R1 si R2 au semnificatia aratata mai sus cu un compus cu formula generala III:(vezi form. in desc.) în care R5 si R6 sunt indentici sau diferiti si reprezinta fenil sau fenoxi, R7 reprezinta halogen, reactantii fiind luati în raport molar de circa 1:1, la temperatura de -30.....50 degree C folosind ca mediu de reactie un solvent organic ales dintre tetrahidrofuran, diclormetan,acetat de etil si acetonitril apoi produsul de reactie cu formula generala IV:(vezi form. in desc.) în care R, R2 , R5.R6 au semnificatia aratata mai sus, este tratat cu o amina cu formula generala V: (vezi form. in desc.) în care R3 si R4 au semnificatia aratata mai sus, la temperatura -10....50 degree C în acelasi solvent organic inert, apoi amestecul de reactie este prelucrat, în mod obisnuit, în vederea separarii produsului de reactie.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7915929 | 1979-05-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO81342A RO81342A (ro) | 1983-04-29 |
| RO81342B true RO81342B (ro) | 1983-04-30 |
Family
ID=10505015
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO101039A RO81342B (ro) | 1979-05-08 | 1980-05-05 | Procedeu de preparare a unor enamine |
Country Status (33)
| Country | Link |
|---|---|
| US (1) | US4301280A (ro) |
| EP (1) | EP0019401B1 (ro) |
| JP (1) | JPS55151589A (ro) |
| KR (1) | KR840000484B1 (ro) |
| AR (1) | AR226430A1 (ro) |
| AT (1) | AT369746B (ro) |
| AU (1) | AU540210B2 (ro) |
| BE (1) | BE883101A (ro) |
| BG (1) | BG36633A3 (ro) |
| CA (1) | CA1148938A (ro) |
| CH (1) | CH647526A5 (ro) |
| CS (1) | CS219919B2 (ro) |
| DD (1) | DD150613A5 (ro) |
| DE (1) | DE3067099D1 (ro) |
| DK (1) | DK171892B1 (ro) |
| EG (1) | EG14897A (ro) |
| ES (1) | ES8104309A1 (ro) |
| FI (1) | FI75170C (ro) |
| FR (1) | FR2456112A1 (ro) |
| GR (1) | GR68417B (ro) |
| HU (1) | HU184753B (ro) |
| IE (1) | IE49786B1 (ro) |
| IL (1) | IL59991A (ro) |
| IT (1) | IT1188934B (ro) |
| LU (1) | LU82423A1 (ro) |
| NZ (1) | NZ193619A (ro) |
| PH (1) | PH15984A (ro) |
| PL (1) | PL121466B1 (ro) |
| PT (1) | PT71186B (ro) |
| RO (1) | RO81342B (ro) |
| SU (1) | SU1042619A3 (ro) |
| YU (1) | YU121180A (ro) |
| ZA (1) | ZA802718B (ro) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0133670A3 (de) * | 1983-08-09 | 1985-12-18 | Bayer Ag | Verfahren zur Herstellung von 7-Acylamino-3-hydrocy-cephem-4-carbonsäuren und 7-Acylamino-3-hydroxy-1-de-thia-1-oxacephem-4-carbonsäuren |
| US5604222A (en) * | 1993-12-27 | 1997-02-18 | Lupin Laboratories, Ltd. | Method for the preparation of 2-chloro sulfinyl azetidinones |
| US5578721A (en) * | 1994-07-11 | 1996-11-26 | Lupin Laboratories Limited | Process for preparation of 3-exomethylene cepham sulfoxide esters |
| CN111647638A (zh) * | 2020-04-17 | 2020-09-11 | 江苏正泰药业有限公司 | 一种7-anca的制备工艺 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1136132A (en) * | 1975-02-17 | 1982-11-23 | Teruji Tsuji | Cyclization to form cephem ring and intermediates therefor |
| JPS51105051A (ro) * | 1975-02-21 | 1976-09-17 | Shionogi Seiyaku Kk | |
| JPS609516B2 (ja) * | 1975-03-07 | 1985-03-11 | 塩野義製薬株式会社 | セフエム骨格の環化製法 |
| JPS5214789A (en) * | 1975-07-22 | 1977-02-03 | Shionogi & Co Ltd | Process for preparing 3-substiuted cephem compounds by ring closure |
| JPS5858355B2 (ja) * | 1976-01-01 | 1983-12-24 | 塩野義製薬株式会社 | オキソチアゾリノアゼチジニルハロブテン酸類 |
| US4226986A (en) * | 1979-02-01 | 1980-10-07 | Eli Lilly And Company | Process for halogenation of β-lactam compounds |
-
1980
- 1980-04-09 CA CA000349470A patent/CA1148938A/en not_active Expired
- 1980-05-01 US US06/145,531 patent/US4301280A/en not_active Expired - Lifetime
- 1980-05-02 AU AU58042/80A patent/AU540210B2/en not_active Expired
- 1980-05-02 BE BE6/47157A patent/BE883101A/fr not_active IP Right Cessation
- 1980-05-02 GR GR61834A patent/GR68417B/el unknown
- 1980-05-02 DE DE8080301457T patent/DE3067099D1/de not_active Expired
- 1980-05-02 PH PH23978A patent/PH15984A/en unknown
- 1980-05-02 EP EP80301457A patent/EP0019401B1/en not_active Expired
- 1980-05-05 LU LU82423A patent/LU82423A1/fr unknown
- 1980-05-05 FR FR8009957A patent/FR2456112A1/fr active Granted
- 1980-05-05 DK DK196580A patent/DK171892B1/da not_active IP Right Cessation
- 1980-05-05 PT PT71186A patent/PT71186B/pt unknown
- 1980-05-05 IL IL59991A patent/IL59991A/xx unknown
- 1980-05-05 AT AT0238980A patent/AT369746B/de not_active IP Right Cessation
- 1980-05-05 RO RO101039A patent/RO81342B/ro unknown
- 1980-05-05 NZ NZ193619A patent/NZ193619A/xx unknown
- 1980-05-06 ZA ZA00802718A patent/ZA802718B/xx unknown
- 1980-05-06 IE IE926/80A patent/IE49786B1/en not_active IP Right Cessation
- 1980-05-06 IT IT48597/80A patent/IT1188934B/it active
- 1980-05-06 HU HU801102A patent/HU184753B/hu unknown
- 1980-05-06 JP JP5985980A patent/JPS55151589A/ja active Granted
- 1980-05-06 CH CH3509/80A patent/CH647526A5/fr not_active IP Right Cessation
- 1980-05-06 FI FI801452A patent/FI75170C/fi not_active IP Right Cessation
- 1980-05-07 DD DD80220942A patent/DD150613A5/de unknown
- 1980-05-07 YU YU01211/80A patent/YU121180A/xx unknown
- 1980-05-07 ES ES491248A patent/ES8104309A1/es not_active Expired
- 1980-05-07 BG BG8047661A patent/BG36633A3/xx not_active Expired
- 1980-05-07 EG EG282/80A patent/EG14897A/xx active
- 1980-05-07 CS CS803210A patent/CS219919B2/cs unknown
- 1980-05-07 AR AR280923A patent/AR226430A1/es active
- 1980-05-07 SU SU802920001A patent/SU1042619A3/ru active
- 1980-05-08 PL PL1980224114A patent/PL121466B1/pl unknown
- 1980-05-08 KR KR1019800001826A patent/KR840000484B1/ko active
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