SU506300A3 - Способ получени спиросоединений с конденсированными гетероциклами - Google Patents
Способ получени спиросоединений с конденсированными гетероцикламиInfo
- Publication number
- SU506300A3 SU506300A3 SU1954500A SU1954500A SU506300A3 SU 506300 A3 SU506300 A3 SU 506300A3 SU 1954500 A SU1954500 A SU 1954500A SU 1954500 A SU1954500 A SU 1954500A SU 506300 A3 SU506300 A3 SU 506300A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- halogen
- general formula
- spiro compounds
- spiro
- piperidin
- Prior art date
Links
- 125000000623 heterocyclic group Chemical group 0.000 title claims 2
- 150000003413 spiro compounds Chemical class 0.000 title claims 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 claims 6
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Substances CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000001450 anions Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- 125000003431 oxalo group Chemical group 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- -1 α-halogenated alkylaryl acetone Chemical compound 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 5
- 238000001953 recrystallisation Methods 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/26—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
- C07D211/60—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D211/62—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals attached in position 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/10—Spiro-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7228747A FR2195426B1 (enrdf_load_stackoverflow) | 1972-08-09 | 1972-08-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU506300A3 true SU506300A3 (ru) | 1976-03-05 |
Family
ID=9103083
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1954500A SU506300A3 (ru) | 1972-08-09 | 1973-08-08 | Способ получени спиросоединений с конденсированными гетероциклами |
Country Status (16)
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4489884A (en) * | 1980-10-10 | 1984-12-25 | Stedef S.A. | Railroad tie cover |
| US4880790A (en) * | 1986-01-31 | 1989-11-14 | American Cyanamid Company | (Gem-heterocyclodimethanamine-N,N')platinum complexes |
| US5057513A (en) * | 1989-05-25 | 1991-10-15 | Fujisawa Pharmaceutical Co., Ltd. | Spiro-thiazepine derivatives useful as paf antagonists |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH498139A (de) * | 1967-11-03 | 1970-10-31 | Sandoz Ag | Verfahren zur Herstellung neuer 3-Phenyl-6,7-dihydro-5H-thiazolo(3,2-a)pyrimidine |
| US3560515A (en) * | 1968-08-05 | 1971-02-02 | Parke Davis & Co | New thiazolobenzodiazepine compounds and methods for their production |
| US3507868A (en) * | 1968-10-21 | 1970-04-21 | Sandoz Ag | Imidazo(2,1-b)thiazoles and thiazolo(3,2-a)pyrimidines |
| US3507869A (en) * | 1969-02-27 | 1970-04-21 | Sandoz Ag | Substituted thiazoles |
| GB1275804A (en) * | 1969-07-03 | 1972-05-24 | Seperic | Improvements in or relating to new sulphur containing derivatives of pyrimidine, their preparation and their applications |
| US3763142A (en) * | 1971-11-09 | 1973-10-02 | Sandoz Ag | Thiazolodiazepines |
-
1972
- 1972-08-09 FR FR7228747A patent/FR2195426B1/fr not_active Expired
-
1973
- 1973-08-06 US US385816A patent/US3907800A/en not_active Expired - Lifetime
- 1973-08-06 IL IL42913A patent/IL42913A0/xx unknown
- 1973-08-06 ZA ZA735351A patent/ZA735351B/xx unknown
- 1973-08-08 HU HULI247A patent/HU165953B/hu unknown
- 1973-08-08 DE DE19732340122 patent/DE2340122A1/de active Pending
- 1973-08-08 ES ES417685A patent/ES417685A1/es not_active Expired
- 1973-08-08 SU SU1954500A patent/SU506300A3/ru active
- 1973-08-08 AU AU59001/73A patent/AU5900173A/en not_active Expired
- 1973-08-08 GB GB3767273A patent/GB1386038A/en not_active Expired
- 1973-08-08 BE BE134357A patent/BE803357A/xx unknown
- 1973-08-08 DD DD172768A patent/DD109875A5/xx unknown
- 1973-08-09 IE IE1366/73A patent/IE37986B1/xx unknown
- 1973-08-09 NL NL7311048A patent/NL7311048A/xx unknown
- 1973-08-09 AT AT699373A patent/AT330173B/de not_active IP Right Cessation
- 1973-08-09 JP JP48088925A patent/JPS49132098A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL7311048A (enrdf_load_stackoverflow) | 1974-02-12 |
| DE2340122A1 (de) | 1974-02-21 |
| IE37986B1 (en) | 1977-11-23 |
| DD109875A5 (enrdf_load_stackoverflow) | 1974-11-20 |
| GB1386038A (en) | 1975-03-05 |
| AT330173B (de) | 1976-06-25 |
| US3907800A (en) | 1975-09-23 |
| IL42913A0 (en) | 1973-11-28 |
| JPS49132098A (enrdf_load_stackoverflow) | 1974-12-18 |
| FR2195426A1 (enrdf_load_stackoverflow) | 1974-03-08 |
| ZA735351B (en) | 1974-07-31 |
| HU165953B (enrdf_load_stackoverflow) | 1974-12-28 |
| IE37986L (en) | 1974-02-09 |
| AU5900173A (en) | 1975-02-13 |
| ES417685A1 (es) | 1976-06-01 |
| BE803357A (fr) | 1973-12-03 |
| ATA699373A (de) | 1975-09-15 |
| FR2195426B1 (enrdf_load_stackoverflow) | 1975-10-17 |
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