JPS5844673B2 - チエノ （ ３ ２ − ｃ ） ピリジン オヨビ チエノ （ ２ ３ − ｃ ） ピリジンノセイホウ - Google Patents
チエノ （ ３ ２ − ｃ ） ピリジン オヨビ チエノ （ ２ ３ − ｃ ） ピリジンノセイホウInfo
- Publication number
- JPS5844673B2 JPS5844673B2 JP50087151A JP8715175A JPS5844673B2 JP S5844673 B2 JPS5844673 B2 JP S5844673B2 JP 50087151 A JP50087151 A JP 50087151A JP 8715175 A JP8715175 A JP 8715175A JP S5844673 B2 JPS5844673 B2 JP S5844673B2
- Authority
- JP
- Japan
- Prior art keywords
- pyridine
- thieno
- yield
- mixture
- mol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 title claims description 25
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 title claims description 12
- 239000002253 acid Substances 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 238000007363 ring formation reaction Methods 0.000 claims description 3
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- YCMLQMDWSXFTIF-UHFFFAOYSA-N 2-methylbenzenesulfonimidic acid Chemical compound CC1=CC=CC=C1S(N)(=O)=O YCMLQMDWSXFTIF-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 abstract description 7
- 238000002360 preparation method Methods 0.000 abstract description 7
- 239000003960 organic solvent Substances 0.000 abstract description 3
- GDQBPBMIAFIRIU-UHFFFAOYSA-N thieno[2,3-c]pyridine Chemical compound C1=NC=C2SC=CC2=C1 GDQBPBMIAFIRIU-UHFFFAOYSA-N 0.000 abstract 1
- MKYRMMMSZSVIGD-UHFFFAOYSA-N thieno[3,2-c]pyridine Chemical compound N1=CC=C2SC=CC2=C1 MKYRMMMSZSVIGD-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 13
- 239000000243 solution Substances 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 10
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 8
- 229910052938 sodium sulfate Inorganic materials 0.000 description 8
- 235000011152 sodium sulphate Nutrition 0.000 description 8
- -1 lithium aluminum hydride Chemical compound 0.000 description 7
- QKWWDTYDYOFRJL-UHFFFAOYSA-N 2,2-dimethoxyethanamine Chemical compound COC(CN)OC QKWWDTYDYOFRJL-UHFFFAOYSA-N 0.000 description 6
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 5
- 229940124530 sulfonamide Drugs 0.000 description 5
- 150000003456 sulfonamides Chemical class 0.000 description 5
- KBWHYRUAHXHHFO-UHFFFAOYSA-N 3-(bromomethyl)thiophene Chemical compound BrCC=1C=CSC=1 KBWHYRUAHXHHFO-UHFFFAOYSA-N 0.000 description 4
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 150000004753 Schiff bases Chemical class 0.000 description 4
- 238000009835 boiling Methods 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000012279 sodium borohydride Substances 0.000 description 4
- 229910000033 sodium borohydride Inorganic materials 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
- FUOHKPSBGLXIRL-UHFFFAOYSA-N 2-(chloromethyl)thiophene Chemical compound ClCC1=CC=CS1 FUOHKPSBGLXIRL-UHFFFAOYSA-N 0.000 description 3
- 239000002262 Schiff base Substances 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 2
- 230000001174 ascending effect Effects 0.000 description 2
- 239000002036 chloroform fraction Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- 238000010189 synthetic method Methods 0.000 description 2
- HDECRAPHCDXMIJ-UHFFFAOYSA-N 2-methylbenzenesulfonyl chloride Chemical compound CC1=CC=CC=C1S(Cl)(=O)=O HDECRAPHCDXMIJ-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- 241000359025 Equus kiang Species 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- 150000001241 acetals Chemical class 0.000 description 1
- 238000010306 acid treatment Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 238000005899 aromatization reaction Methods 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 239000003638 chemical reducing agent Substances 0.000 description 1
- 229940125782 compound 2 Drugs 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- GJQPMPFPNINLKP-UHFFFAOYSA-N diclofenamide Chemical compound NS(=O)(=O)C1=CC(Cl)=C(Cl)C(S(N)(=O)=O)=C1 GJQPMPFPNINLKP-UHFFFAOYSA-N 0.000 description 1
- 125000001891 dimethoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- CNUDBTRUORMMPA-UHFFFAOYSA-N formylthiophene Chemical compound O=CC1=CC=CS1 CNUDBTRUORMMPA-UHFFFAOYSA-N 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- ZMRUPTIKESYGQW-UHFFFAOYSA-N propranolol hydrochloride Chemical compound [H+].[Cl-].C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 ZMRUPTIKESYGQW-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- DWJMBQYORXLGAE-UHFFFAOYSA-N pyridine-2-sulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=N1 DWJMBQYORXLGAE-UHFFFAOYSA-N 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B23—MACHINE TOOLS; METAL-WORKING NOT OTHERWISE PROVIDED FOR
- B23D—PLANING; SLOTTING; SHEARING; BROACHING; SAWING; FILING; SCRAPING; LIKE OPERATIONS FOR WORKING METAL BY REMOVING MATERIAL, NOT OTHERWISE PROVIDED FOR
- B23D53/00—Machines or devices for sawing with strap saw-blades which are effectively endless in use, e.g. for contour cutting
- B23D53/12—Hand-held or hand-operated sawing devices working with strap saw blades
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/14—Radicals substituted by singly bound hetero atoms other than halogen
- C07D333/20—Radicals substituted by singly bound hetero atoms other than halogen by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/936,177 US4199555A (en) | 1975-07-16 | 1978-08-23 | Catalyst for reducing nitrogen oxides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7424633A FR2278683A1 (fr) | 1974-07-16 | 1974-07-16 | Procede de preparation de la thieno(3,2-c)pyridine et de la thieno(2,3-c)pyridine |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5148691A JPS5148691A (en) | 1976-04-26 |
| JPS5844673B2 true JPS5844673B2 (ja) | 1983-10-04 |
Family
ID=9141312
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50087151A Expired JPS5844673B2 (ja) | 1974-07-16 | 1975-07-16 | チエノ （ ３ ２ − ｃ ） ピリジン オヨビ チエノ （ ２ ３ − ｃ ） ピリジンノセイホウ |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US3969358A (en, 2012) |
| JP (1) | JPS5844673B2 (en, 2012) |
| AR (1) | AR205041A1 (en, 2012) |
| AT (1) | AT347947B (en, 2012) |
| BE (1) | BE831417A (en, 2012) |
| CA (1) | CA1055032A (en, 2012) |
| CH (1) | CH724275A4 (en, 2012) |
| DD (1) | DD119049A5 (en, 2012) |
| DE (1) | DE2530516C2 (en, 2012) |
| DK (1) | DK136477B (en, 2012) |
| ES (1) | ES439035A1 (en, 2012) |
| FR (1) | FR2278683A1 (en, 2012) |
| GB (1) | GB1456958A (en, 2012) |
| HU (1) | HU171640B (en, 2012) |
| IL (1) | IL47567A (en, 2012) |
| NL (1) | NL182960C (en, 2012) |
| PH (1) | PH11008A (en, 2012) |
| PL (1) | PL97901B1 (en, 2012) |
| RO (1) | RO72487A (en, 2012) |
| SE (1) | SE417823B (en, 2012) |
| SU (2) | SU593669A3 (en, 2012) |
| YU (1) | YU39739B (en, 2012) |
| ZA (1) | ZA754097B (en, 2012) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2345150A2 (fr) * | 1975-08-06 | 1977-10-21 | Centre Etd Ind Pharma | Nouveaux derives de la thienopyridine, et leur application |
| US4075215A (en) * | 1973-02-01 | 1978-02-21 | Centre D'etudes Pour L'industrie Pharmaceutique | Thieno-pyridine derivatives |
| FR2312498A1 (fr) * | 1975-05-30 | 1976-12-24 | Parcor | Procede de preparation de la thieno (3,2-c) pyridine et de derives de celle-ci |
| US4163852A (en) * | 1975-07-09 | 1979-08-07 | Parcor | Process for the preparation of tetrahydro-thieno[3,2-c]- and [2,3-c]pyridine derivatives |
| FR2395271A1 (fr) * | 1977-06-21 | 1979-01-19 | Parcor | Procede de preparation de thieno (2,3-c) et thieno (3,2-c) pyridines |
| US4482568A (en) * | 1983-10-17 | 1984-11-13 | University Of Iowa Research Foundation | Inhibition of alcohol metabolism by tetramethylene sulfoxides |
| US4749717A (en) * | 1987-01-08 | 1988-06-07 | Smithkline Beckman Corporation | Dopamine-beta-hydroxylase inhibitors |
| US5206462A (en) * | 1990-07-13 | 1993-04-27 | Sumitomo Wiring System Ltd. | Flat multicore wire and method of forming the same wire |
| US5179779A (en) * | 1990-07-13 | 1993-01-19 | Sumitomo Wiring Systems Ltd. | Method of forming flat multicore wire |
| US20050070499A1 (en) * | 1999-11-08 | 2005-03-31 | Pfizer Inc. | Compounds for the treatment of female sexual dysfunction |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3655681A (en) * | 1968-11-29 | 1972-04-11 | Yoshitomi Pharmaceutical | Certain 2-amino-3 6-bis lower-alkoxy carbonyl - 4 5 6 7 - tetrahydro thieno(2 3-c) pyridines |
-
1974
- 1974-07-16 FR FR7424633A patent/FR2278683A1/fr active Granted
-
1975
- 1975-01-01 AR AR259602A patent/AR205041A1/es active
- 1975-06-05 CH CH724275A patent/CH724275A4/xx not_active IP Right Cessation
- 1975-06-25 IL IL47567A patent/IL47567A/en unknown
- 1975-06-25 US US05/590,132 patent/US3969358A/en not_active Expired - Lifetime
- 1975-06-25 YU YU1621/75A patent/YU39739B/xx unknown
- 1975-06-26 ZA ZA00754097A patent/ZA754097B/xx unknown
- 1975-07-01 ES ES439035A patent/ES439035A1/es not_active Expired
- 1975-07-04 HU HU75PA00001218A patent/HU171640B/hu unknown
- 1975-07-04 AT AT518975A patent/AT347947B/de not_active IP Right Cessation
- 1975-07-09 DE DE2530516A patent/DE2530516C2/de not_active Expired
- 1975-07-09 NL NLAANVRAGE7508154,A patent/NL182960C/xx not_active IP Right Cessation
- 1975-07-09 CA CA231,115A patent/CA1055032A/en not_active Expired
- 1975-07-10 PH PH17370A patent/PH11008A/en unknown
- 1975-07-11 DK DK316375AA patent/DK136477B/da unknown
- 1975-07-14 RO RO7582848A patent/RO72487A/ro unknown
- 1975-07-14 SE SE7508026A patent/SE417823B/xx not_active IP Right Cessation
- 1975-07-14 SU SU752151533A patent/SU593669A3/ru active
- 1975-07-15 PL PL1975182081A patent/PL97901B1/pl unknown
- 1975-07-15 DD DD187310A patent/DD119049A5/xx unknown
- 1975-07-15 GB GB2969975A patent/GB1456958A/en not_active Expired
- 1975-07-16 BE BE158339A patent/BE831417A/xx not_active IP Right Cessation
- 1975-07-16 JP JP50087151A patent/JPS5844673B2/ja not_active Expired
-
1976
- 1976-07-23 SU SU762380905A patent/SU609467A3/ru active
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SU510999A3 (ru) | Способ получени (метоксиметил-фурилметил)6,7-бензоморфанов илиморфинанов | |
| JPS5844673B2 (ja) | チエノ （ ３ ２ − ｃ ） ピリジン オヨビ チエノ （ ２ ３ − ｃ ） ピリジンノセイホウ | |
| NZ263092A (en) | Preparation of substituted thienothiopyran derivatives | |
| BR112021011681A2 (pt) | Síntese aprimorada de um catalisador de epoxidação | |
| KR940007303B1 (ko) | 피페리디닐시클로 펜틸헵텐산 유도체의 제조방법 | |
| JPS6399024A (ja) | アリ−ルおよびヘテロアリ−ルアルカン酸の製造方法 | |
| US4983744A (en) | Substituted thienylethylamines and process for their production | |
| CN114149450B (zh) | 一种抗眼压药关键中间体工业化制备方法 | |
| US3951984A (en) | 3-Benzazocine compounds | |
| JPS5830306B2 (ja) | アミノアルコ−ルユウドウタイ ノ セイゾウホウホウ | |
| JPH04368375A (ja) | イソオキサゾール誘導体 | |
| JPS6168455A (ja) | アミド化合物 | |
| JPS5931513B2 (ja) | チエノ−ビリジン誘導体の製造方法 | |
| JPH03215472A (ja) | 新規な４―置換―３，５―ジメチルピコリン酸化合物およびその製造方法 | |
| KR850000427B1 (ko) | 피롤 유도체의 제조방법 | |
| JPS5835178A (ja) | チアゾリジン環を有するカルボン酸類 | |
| CN119954715A (zh) | 琥珀酸多西拉敏的制备方法 | |
| SU1325055A1 (ru) | Способ получени бистозилата 1,2,3,5,6,7-гексаметилбензо[1,2-D:4,5DЪ]диимидазола | |
| JPS63258836A (ja) | エテン誘導体の製造方法 | |
| Rice et al. | Dialkylaminoalkyl Acid Esters and Salts as Hypotensive Agents1a, 1b | |
| US2741610A (en) | N-substituted desoxynorcodeine compounds | |
| JPS6388186A (ja) | チエノピリジン誘導体の製造法 | |
| JPS6256871B2 (en, 2012) | ||
| JPH03157382A (ja) | ２―（２―チエニル）エチルアミンの製造法 | |
| DE2758613A1 (de) | Sulfoximid-derivate, verfahren zur herstellung derselben und diese enthaltende arzneimittel |