SU417942A3 - Способ получения производных изохинолина - Google Patents
Способ получения производных изохинолинаInfo
- Publication number
- SU417942A3 SU417942A3 SU1637447A SU1637447A SU417942A3 SU 417942 A3 SU417942 A3 SU 417942A3 SU 1637447 A SU1637447 A SU 1637447A SU 1637447 A SU1637447 A SU 1637447A SU 417942 A3 SU417942 A3 SU 417942A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- ethyl
- dimethyl
- dioxo
- tetrahydro
- isoquinolyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 9
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims description 8
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 150000003839 salts Chemical class 0.000 claims description 6
- 229910000027 potassium carbonate Inorganic materials 0.000 claims description 4
- 150000007530 organic bases Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 150000007529 inorganic bases Chemical class 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 2
- WVULZDFWPQCPPJ-UHFFFAOYSA-N potassium;hydrochloride Chemical compound Cl.[K] WVULZDFWPQCPPJ-UHFFFAOYSA-N 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 24
- 239000004202 carbamide Substances 0.000 description 18
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 159000000000 sodium salts Chemical class 0.000 description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- -1 (7-methoxy-1,2,3,4-tetrahydro-1,3-dioxo-4,4-dimethyl) -isoquinolyl Chemical group 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 238000002425 crystallisation Methods 0.000 description 3
- 230000008025 crystallization Effects 0.000 description 3
- 125000002183 isoquinolinyl group Chemical class C1(=NC=CC2=CC=CC=C12)* 0.000 description 3
- 125000005956 isoquinolyl group Chemical group 0.000 description 3
- NMBWXBWFDHVLGS-UHFFFAOYSA-N 2-ethylbenzenesulfonamide Chemical compound CCC1=CC=CC=C1S(N)(=O)=O NMBWXBWFDHVLGS-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- 229940100389 Sulfonylurea Drugs 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- ZAVUHLXZFYNAMG-UHFFFAOYSA-N ethyl n-cyclohexylcarbamate Chemical compound CCOC(=O)NC1CCCCC1 ZAVUHLXZFYNAMG-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229940124530 sulfonamide Drugs 0.000 description 2
- 150000003456 sulfonamides Chemical class 0.000 description 2
- YROXIXLRRCOBKF-UHFFFAOYSA-N sulfonylurea Chemical class OC(=N)N=S(=O)=O YROXIXLRRCOBKF-UHFFFAOYSA-N 0.000 description 2
- KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 description 1
- HKPWWWXFHOPOSC-UHFFFAOYSA-N C1CCC(CC1)NNC(=O)Cl Chemical compound C1CCC(CC1)NNC(=O)Cl HKPWWWXFHOPOSC-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WECAXPYBRPTLIM-UHFFFAOYSA-N N-cyclohexylpropanethioamide Chemical compound CCC(=S)NC1CCCCC1 WECAXPYBRPTLIM-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- WUESWDIHTKHGQA-UHFFFAOYSA-N cyclohexylurea Chemical compound NC(=O)NC1CCCCC1 WUESWDIHTKHGQA-UHFFFAOYSA-N 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/76—Benzo[c]pyrans
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/22—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the nitrogen-containing ring
- C07D217/24—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702011126 DE2011126A1 (de) | 1969-04-17 | 1970-03-10 | Isochinolinderivate und Verfahren zu ihrer Herstellung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU417942A3 true SU417942A3 (ru) | 1974-02-28 |
Family
ID=5764576
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1637446A SU406352A3 (enrdf_load_stackoverflow) | 1970-03-10 | 1970-04-10 | |
| SU1637444A SU413675A3 (ru) | 1970-03-10 | 1970-04-10 | Способ получения производных изохинолина |
| SU1637466A SU414789A3 (enrdf_load_stackoverflow) | 1970-03-10 | 1970-04-10 | |
| SU1637447A SU417942A3 (ru) | 1970-03-10 | 1970-04-10 | Способ получения производных изохинолина |
| SU1637445A SU483829A3 (ru) | 1970-03-10 | 1970-04-10 | Способ получени производных изохинолина |
Family Applications Before (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1637446A SU406352A3 (enrdf_load_stackoverflow) | 1970-03-10 | 1970-04-10 | |
| SU1637444A SU413675A3 (ru) | 1970-03-10 | 1970-04-10 | Способ получения производных изохинолина |
| SU1637466A SU414789A3 (enrdf_load_stackoverflow) | 1970-03-10 | 1970-04-10 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1637445A SU483829A3 (ru) | 1970-03-10 | 1970-04-10 | Способ получени производных изохинолина |
Country Status (8)
| Country | Link |
|---|---|
| AT (5) | AT297014B (enrdf_load_stackoverflow) |
| BG (4) | BG17574A3 (enrdf_load_stackoverflow) |
| CH (3) | CH540258A (enrdf_load_stackoverflow) |
| CS (5) | CS162718B2 (enrdf_load_stackoverflow) |
| ES (9) | ES378681A1 (enrdf_load_stackoverflow) |
| RO (7) | RO56309A (enrdf_load_stackoverflow) |
| SU (5) | SU406352A3 (enrdf_load_stackoverflow) |
| YU (8) | YU200175A (enrdf_load_stackoverflow) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HRP20090186A2 (hr) | 2009-03-31 | 2010-10-31 | Institut Ruđer Bošković | Adamantanski bisureidni derivati, metoda priprave i primjena u detekciji aniona |
-
1970
- 1970-04-07 BG BG016222A patent/BG17574A3/xx unknown
- 1970-04-07 BG BG016223A patent/BG17575A3/xx unknown
- 1970-04-07 CH CH1823372A patent/CH540258A/de not_active IP Right Cessation
- 1970-04-07 BG BG1662070A patent/BG17780A3/xx unknown
- 1970-04-07 CH CH1823972A patent/CH540259A/de not_active IP Right Cessation
- 1970-04-07 CH CH1823472A patent/CH550174A/xx not_active IP Right Cessation
- 1970-04-10 SU SU1637446A patent/SU406352A3/ru active
- 1970-04-10 SU SU1637444A patent/SU413675A3/ru active
- 1970-04-10 SU SU1637466A patent/SU414789A3/ru active
- 1970-04-10 SU SU1637447A patent/SU417942A3/ru active
- 1970-04-10 SU SU1637445A patent/SU483829A3/ru active
- 1970-04-11 RO RO6578570A patent/RO56309A/ro unknown
- 1970-04-11 RO RO6578170A patent/RO56517A/ro unknown
- 1970-04-11 RO RO6578870A patent/RO56471A/ro unknown
- 1970-04-11 RO RO6578770A patent/RO56119A/ro unknown
- 1970-04-11 RO RO6578470A patent/RO57082A/ro unknown
- 1970-04-11 RO RO6578270A patent/RO56615A/ro unknown
- 1970-04-11 RO RO6578670A patent/RO57025A/ro unknown
- 1970-04-14 CS CS786673A patent/CS162718B2/cs unknown
- 1970-04-14 CS CS786470A patent/CS162717B2/cs unknown
- 1970-04-14 CS CS786970A patent/CS162719B2/cs unknown
- 1970-04-14 CS CS786773A patent/CS173645B2/cs unknown
- 1970-04-14 CS CS786270A patent/CS162716B2/cs unknown
- 1970-04-16 AT AT316071A patent/AT297014B/de not_active IP Right Cessation
- 1970-04-16 AT AT315871A patent/AT297012B/de not_active IP Right Cessation
- 1970-04-16 AT AT315771A patent/AT297011B/de not_active IP Right Cessation
- 1970-04-16 AT AT315671A patent/AT297010B/de not_active IP Right Cessation
- 1970-04-16 ES ES378681A patent/ES378681A1/es not_active Expired
- 1970-04-16 AT AT315971A patent/AT297013B/de not_active IP Right Cessation
- 1970-04-16 ES ES378683A patent/ES378683A1/es not_active Expired
- 1970-04-16 ES ES378682A patent/ES378682A1/es not_active Expired
- 1970-04-17 ES ES378760A patent/ES378760A1/es not_active Expired
- 1970-04-17 ES ES378759A patent/ES378759A1/es not_active Expired
- 1970-04-17 ES ES378758A patent/ES378758A1/es not_active Expired
- 1970-04-17 ES ES378757A patent/ES378757A1/es not_active Expired
- 1970-04-17 ES ES378755A patent/ES378755A1/es not_active Expired
- 1970-04-17 ES ES378756A patent/ES378756A1/es not_active Expired
- 1970-12-07 BG BG016221A patent/BG17573A3/xx unknown
-
1975
- 1975-08-04 YU YU200175A patent/YU200175A/xx unknown
- 1975-08-04 YU YU200375A patent/YU37139B/xx unknown
- 1975-08-04 YU YU200475A patent/YU37140B/xx unknown
- 1975-08-04 YU YU199875A patent/YU37136B/xx unknown
- 1975-08-04 YU YU199775A patent/YU37135B/xx unknown
- 1975-08-04 YU YU200075A patent/YU37137B/xx unknown
- 1975-08-04 YU YU199975A patent/YU36929B/xx unknown
- 1975-08-04 YU YU200275A patent/YU37138B/xx unknown
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