SU466682A3 - Способ получени 2-амино-4н-пиранов - Google Patents
Способ получени 2-амино-4н-пирановInfo
- Publication number
- SU466682A3 SU466682A3 SU1949387A SU1949387A SU466682A3 SU 466682 A3 SU466682 A3 SU 466682A3 SU 1949387 A SU1949387 A SU 1949387A SU 1949387 A SU1949387 A SU 1949387A SU 466682 A3 SU466682 A3 SU 466682A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- pyran
- amino
- alkyl
- ester
- methyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- -1 cyanoacetic acid ester Chemical class 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- MLIREBYILWEBDM-UHFFFAOYSA-N anhydrous cyanoacetic acid Natural products OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 claims description 3
- 239000003960 organic solvent Substances 0.000 claims description 3
- 238000010992 reflux Methods 0.000 claims description 2
- 230000003993 interaction Effects 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 description 10
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 125000004122 cyclic group Chemical group 0.000 description 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- CTKLPBNYCNTVTA-UHFFFAOYSA-N 4h-pyran-2-amine Chemical class NC1=CCC=CO1 CTKLPBNYCNTVTA-UHFFFAOYSA-N 0.000 description 2
- ZBJJDYGJCNTNTH-UHFFFAOYSA-N Betahistine mesilate Chemical group CS(O)(=O)=O.CS(O)(=O)=O.CNCCC1=CC=CC=N1 ZBJJDYGJCNTNTH-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 125000004494 ethyl ester group Chemical group 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 125000004076 pyridyl group Chemical group 0.000 description 2
- 125000005493 quinolyl group Chemical group 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- MJIZVGAIWGHOJK-UHFFFAOYSA-N 2-amino-4-(3-cyanophenyl)-6-methyl-4H-pyran-3,5-dicarboxylic acid Chemical compound OC(=O)C1=C(N)OC(C)=C(C(O)=O)C1C1=CC=CC(C#N)=C1 MJIZVGAIWGHOJK-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical class CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001728 carbonyl compounds Chemical class 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- LYZBZMLIUAGFEB-UHFFFAOYSA-N ethyl 3-oxo-5-[2-(trifluoromethyl)phenyl]pent-4-enoate Chemical compound CCOC(=O)CC(=O)C=CC1=CC=CC=C1C(F)(F)F LYZBZMLIUAGFEB-UHFFFAOYSA-N 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- NNFCIKHAZHQZJG-UHFFFAOYSA-N potassium cyanide Chemical compound [K+].N#[C-] NNFCIKHAZHQZJG-UHFFFAOYSA-N 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/16—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D309/20—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hydrogen atoms and substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D309/22—Radicals substituted by oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D309/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings
- C07D309/32—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only ring hetero atom, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Epidemiology (AREA)
- Urology & Nephrology (AREA)
- Vascular Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyrane Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2235406A DE2235406C3 (de) | 1972-07-19 | 1972-07-19 | 2-Amino-4H-pyrane, Verfahren zu ihrer Herstellung sowie ihre Verwendung als Arzneimittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU466682A3 true SU466682A3 (ru) | 1975-04-05 |
Family
ID=5851048
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1949387A SU466682A3 (ru) | 1972-07-19 | 1973-07-13 | Способ получени 2-амино-4н-пиранов |
Country Status (27)
| Country | Link |
|---|---|
| US (1) | US3897462A (OSRAM) |
| JP (2) | JPS596873B2 (OSRAM) |
| AT (3) | AT326653B (OSRAM) |
| AU (1) | AU468904B2 (OSRAM) |
| BE (1) | BE802496A (OSRAM) |
| BG (1) | BG22828A3 (OSRAM) |
| CA (1) | CA999299A (OSRAM) |
| CH (1) | CH597216A5 (OSRAM) |
| CS (2) | CS174245B2 (OSRAM) |
| DD (1) | DD109381A5 (OSRAM) |
| DE (1) | DE2235406C3 (OSRAM) |
| DK (1) | DK132410C (OSRAM) |
| ES (2) | ES416988A1 (OSRAM) |
| FI (1) | FI58498C (OSRAM) |
| FR (1) | FR2192842B1 (OSRAM) |
| GB (1) | GB1402793A (OSRAM) |
| HU (1) | HU166811B (OSRAM) |
| IE (1) | IE38064B1 (OSRAM) |
| IL (1) | IL42745A (OSRAM) |
| LU (1) | LU68031A1 (OSRAM) |
| NL (1) | NL7309889A (OSRAM) |
| NO (2) | NO138656C (OSRAM) |
| PL (2) | PL95715B1 (OSRAM) |
| RO (2) | RO62811A (OSRAM) |
| SE (1) | SE399259B (OSRAM) |
| SU (1) | SU466682A3 (OSRAM) |
| ZA (1) | ZA734890B (OSRAM) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3208628A1 (de) * | 1982-03-10 | 1983-09-22 | Bayer Ag, 5090 Leverkusen | Neue verbindungen, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| JPS5919019U (ja) * | 1982-07-29 | 1984-02-04 | 株式会社吉野工業所 | 化粧品容器 |
| DE4429786A1 (de) * | 1994-08-23 | 1996-02-29 | Bayer Ag | Verwendung von substituierten 6-Amino-4H-pyranen |
| DE19529858A1 (de) * | 1995-08-14 | 1997-02-20 | Bayer Ag | Substituierte 4H-Pyrane |
| DE19529859A1 (de) * | 1995-08-14 | 1997-02-20 | Bayer Ag | Verwendung von Acyl-substituierten Aminopyranen |
-
1972
- 1972-07-19 DE DE2235406A patent/DE2235406C3/de not_active Expired
-
1973
- 1973-06-14 BG BG024106A patent/BG22828A3/xx unknown
- 1973-07-02 US US375809A patent/US3897462A/en not_active Expired - Lifetime
- 1973-07-05 CA CA175,745A patent/CA999299A/en not_active Expired
- 1973-07-12 PL PL1973190945A patent/PL95715B1/pl unknown
- 1973-07-12 PL PL1973164030A patent/PL90876B1/pl unknown
- 1973-07-13 SU SU1949387A patent/SU466682A3/ru active
- 1973-07-16 IL IL42745A patent/IL42745A/en unknown
- 1973-07-16 NL NL7309889A patent/NL7309889A/xx not_active Application Discontinuation
- 1973-07-17 LU LU68031A patent/LU68031A1/xx unknown
- 1973-07-17 DD DD172319A patent/DD109381A5/xx unknown
- 1973-07-17 HU HUBA2952A patent/HU166811B/hu unknown
- 1973-07-17 JP JP48079983A patent/JPS596873B2/ja not_active Expired
- 1973-07-17 FI FI2263/73A patent/FI58498C/fi active
- 1973-07-17 ES ES416988A patent/ES416988A1/es not_active Expired
- 1973-07-17 CH CH1043473A patent/CH597216A5/xx not_active IP Right Cessation
- 1973-07-18 ZA ZA734890A patent/ZA734890B/xx unknown
- 1973-07-18 SE SE7310052A patent/SE399259B/xx unknown
- 1973-07-18 AU AU58258/73A patent/AU468904B2/en not_active Expired
- 1973-07-18 NO NO2932/73A patent/NO138656C/no unknown
- 1973-07-18 DK DK397973A patent/DK132410C/da not_active IP Right Cessation
- 1973-07-18 CS CS5429A patent/CS174245B2/cs unknown
- 1973-07-18 IE IE1217/73A patent/IE38064B1/xx unknown
- 1973-07-18 RO RO7300075509A patent/RO62811A/ro unknown
- 1973-07-18 GB GB3412173A patent/GB1402793A/en not_active Expired
- 1973-07-18 BE BE133606A patent/BE802496A/xx not_active IP Right Cessation
- 1973-07-18 CS CS5163A patent/CS174214B2/cs unknown
- 1973-07-18 RO RO7300080672A patent/RO63583A/ro unknown
- 1973-07-19 AT AT638873A patent/AT326653B/de not_active IP Right Cessation
- 1973-07-19 FR FR7326605A patent/FR2192842B1/fr not_active Expired
- 1973-07-19 AT AT19475*7A patent/AT328443B/de not_active IP Right Cessation
- 1973-07-19 AT AT19475*A patent/ATA19475A/de not_active IP Right Cessation
-
1975
- 1975-11-17 ES ES442696A patent/ES442696A1/es not_active Expired
-
1977
- 1977-08-30 NO NO772996A patent/NO139440C/no unknown
-
1980
- 1980-12-09 JP JP55172713A patent/JPS597714B2/ja not_active Expired
Also Published As
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