SU591137A3 - Способ получени аминов или их солей - Google Patents
Способ получени аминов или их солейInfo
- Publication number
- SU591137A3 SU591137A3 SU752163124A SU2163124A SU591137A3 SU 591137 A3 SU591137 A3 SU 591137A3 SU 752163124 A SU752163124 A SU 752163124A SU 2163124 A SU2163124 A SU 2163124A SU 591137 A3 SU591137 A3 SU 591137A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- hydroxyphenyl
- methyl
- difference
- hydrochloride
- spectrum
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims 13
- 150000001412 amines Chemical class 0.000 title claims 6
- 238000000034 method Methods 0.000 title claims 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 18
- 238000001228 spectrum Methods 0.000 claims 15
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 14
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 14
- 239000007858 starting material Substances 0.000 claims 12
- 239000001257 hydrogen Substances 0.000 claims 11
- 229910052739 hydrogen Inorganic materials 0.000 claims 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 8
- 150000002431 hydrogen Chemical class 0.000 claims 7
- GIKNHHRFLCDOEU-UHFFFAOYSA-N hydroxyamphetamine Natural products CC(N)CC1=CC=C(O)C=C1 GIKNHHRFLCDOEU-UHFFFAOYSA-N 0.000 claims 7
- -1 (4-hydroxyphenyl) -1-methylethylamino Chemical group 0.000 claims 5
- 239000004593 Epoxy Substances 0.000 claims 5
- 238000005481 NMR spectroscopy Methods 0.000 claims 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 5
- 238000010992 reflux Methods 0.000 claims 5
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- DQFAEBUKXCRWHR-UHFFFAOYSA-N 4-(2-amino-2-methylpropyl)phenol Chemical compound CC(C)(N)CC1=CC=C(O)C=C1 DQFAEBUKXCRWHR-UHFFFAOYSA-N 0.000 claims 3
- QCQCHGYLTSGIGX-GHXANHINSA-N 4-[[(3ar,5ar,5br,7ar,9s,11ar,11br,13as)-5a,5b,8,8,11a-pentamethyl-3a-[(5-methylpyridine-3-carbonyl)amino]-2-oxo-1-propan-2-yl-4,5,6,7,7a,9,10,11,11b,12,13,13a-dodecahydro-3h-cyclopenta[a]chrysen-9-yl]oxy]-2,2-dimethyl-4-oxobutanoic acid Chemical compound N([C@@]12CC[C@@]3(C)[C@]4(C)CC[C@H]5C(C)(C)[C@@H](OC(=O)CC(C)(C)C(O)=O)CC[C@]5(C)[C@H]4CC[C@@H]3C1=C(C(C2)=O)C(C)C)C(=O)C1=CN=CC(C)=C1 QCQCHGYLTSGIGX-GHXANHINSA-N 0.000 claims 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 3
- 238000002360 preparation method Methods 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 239000008346 aqueous phase Substances 0.000 claims 2
- 238000009835 boiling Methods 0.000 claims 2
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims 2
- 238000002955 isolation Methods 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 239000001294 propane Substances 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- UMFCIIBZHQXRCJ-NSCUHMNNSA-N trans-anol Chemical compound C\C=C\C1=CC=C(O)C=C1 UMFCIIBZHQXRCJ-NSCUHMNNSA-N 0.000 claims 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 241000934653 Dero Species 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 claims 1
- 241001024304 Mino Species 0.000 claims 1
- VJQIPKNMASGCOC-UHFFFAOYSA-N butan-2-yloxybenzene Chemical compound CCC(C)OC1=CC=CC=C1 VJQIPKNMASGCOC-UHFFFAOYSA-N 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 238000001704 evaporation Methods 0.000 claims 1
- 230000008020 evaporation Effects 0.000 claims 1
- 239000013505 freshwater Substances 0.000 claims 1
- 239000011521 glass Substances 0.000 claims 1
- 150000003840 hydrochlorides Chemical class 0.000 claims 1
- AKQZEFRALAUBFS-UHFFFAOYSA-N ilamine Natural products COC(C)C(O)(C(=O)OCC1=CCN2CCCC12)C(C)(C)O AKQZEFRALAUBFS-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- QUSNBJAOOMFDIB-UHFFFAOYSA-N monoethyl amine Natural products CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 claims 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 239000012074 organic phase Substances 0.000 claims 1
- FUGYGGDSWSUORM-UHFFFAOYSA-N para-hydroxystyrene Natural products OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 claims 1
- 230000000144 pharmacologic effect Effects 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 claims 1
- 238000000746 purification Methods 0.000 claims 1
- 125000000168 pyrrolyl group Chemical group 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/096—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms separated by carbocyclic rings or by carbon chains interrupted by carbocyclic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/34—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Treating Waste Gases (AREA)
- Pyrrole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE7413789A SE422052B (sv) | 1974-11-01 | 1974-11-01 | Forfarande for framstellning av vissa angivna 1-fenoxi-2-hydroxi-3-aminofenyl-propylderivat |
| SE7506348A SE402764B (sv) | 1975-06-04 | 1975-06-04 | Forfarande for framstellning av nya hjertaktiva foreningar |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU591137A3 true SU591137A3 (ru) | 1978-01-30 |
Family
ID=26656538
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752163124A SU591137A3 (ru) | 1974-11-01 | 1975-08-08 | Способ получени аминов или их солей |
| SU762415407A SU624570A3 (ru) | 1974-11-01 | 1976-11-01 | Способ получени аминов или их солей |
| SU762415408A SU617007A3 (ru) | 1974-11-01 | 1976-11-01 | Способ получени аминов или их солей |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762415407A SU624570A3 (ru) | 1974-11-01 | 1976-11-01 | Способ получени аминов или их солей |
| SU762415408A SU617007A3 (ru) | 1974-11-01 | 1976-11-01 | Способ получени аминов или их солей |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS51131841A (enExample) |
| AT (1) | AT340898B (enExample) |
| CA (1) | CA1065894A (enExample) |
| CH (1) | CH618416A5 (enExample) |
| CS (1) | CS189725B2 (enExample) |
| DD (1) | DD122073A5 (enExample) |
| DE (1) | DE2530613A1 (enExample) |
| DK (1) | DK444375A (enExample) |
| FI (1) | FI752312A7 (enExample) |
| FR (1) | FR2289173A1 (enExample) |
| GB (1) | GB1518689A (enExample) |
| HK (1) | HK35981A (enExample) |
| HU (1) | HU172651B (enExample) |
| IE (1) | IE42131B1 (enExample) |
| IT (1) | IT7950876A0 (enExample) |
| LU (1) | LU73704A1 (enExample) |
| MY (1) | MY8200084A (enExample) |
| NL (1) | NL7509549A (enExample) |
| NO (1) | NO141753C (enExample) |
| SU (3) | SU591137A3 (enExample) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU726659B2 (en) | 1996-04-09 | 2000-11-16 | Nps Pharmaceuticals, Inc. | Calcilytic compounds |
| US6818660B2 (en) | 1996-04-09 | 2004-11-16 | Nps Pharmaceuticals, Inc. | Calcilytic compounds |
| TW483881B (en) | 1996-12-03 | 2002-04-21 | Nps Pharma Inc | Calcilytic compounds |
| US7202261B2 (en) | 1996-12-03 | 2007-04-10 | Nps Pharmaceuticals, Inc. | Calcilytic compounds |
| AR030684A1 (es) * | 2000-01-24 | 2003-09-03 | Smithkline Beecham Corp | Compuestos calciliticos, uso de dichos compuestos en la manufactura de medicamentos, e intermediarios utiles en la preparacion de dichos compuestos |
-
1975
- 1975-07-09 DE DE19752530613 patent/DE2530613A1/de not_active Ceased
- 1975-07-31 AT AT593075A patent/AT340898B/de not_active IP Right Cessation
- 1975-08-06 NO NO752766A patent/NO141753C/no unknown
- 1975-08-08 SU SU752163124A patent/SU591137A3/ru active
- 1975-08-08 DD DD187767A patent/DD122073A5/xx unknown
- 1975-08-11 NL NL7509549A patent/NL7509549A/xx not_active Application Discontinuation
- 1975-08-14 FI FI752312A patent/FI752312A7/fi not_active Application Discontinuation
- 1975-09-09 GB GB37072/75A patent/GB1518689A/en not_active Expired
- 1975-09-16 CH CH1196675A patent/CH618416A5/de not_active IP Right Cessation
- 1975-10-02 IE IE2155/75A patent/IE42131B1/en unknown
- 1975-10-02 DK DK444375A patent/DK444375A/da not_active Application Discontinuation
- 1975-10-21 FR FR7532205A patent/FR2289173A1/fr active Granted
- 1975-10-30 CS CS757327A patent/CS189725B2/cs unknown
- 1975-10-30 HU HU75HE00000693A patent/HU172651B/hu unknown
- 1975-10-31 LU LU73704A patent/LU73704A1/xx unknown
- 1975-10-31 CA CA238,765A patent/CA1065894A/en not_active Expired
- 1975-10-31 JP JP50131346A patent/JPS51131841A/ja active Pending
-
1976
- 1976-11-01 SU SU762415407A patent/SU624570A3/ru active
- 1976-11-01 SU SU762415408A patent/SU617007A3/ru active
-
1979
- 1979-11-21 IT IT7950876A patent/IT7950876A0/it unknown
-
1981
- 1981-07-23 HK HK359/81A patent/HK35981A/xx unknown
-
1982
- 1982-12-30 MY MY84/82A patent/MY8200084A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NO141753C (no) | 1980-05-07 |
| AT340898B (de) | 1978-01-10 |
| DD122073A5 (enExample) | 1976-09-12 |
| HU172651B (hu) | 1978-11-28 |
| GB1518689A (en) | 1978-07-19 |
| ATA593075A (de) | 1977-05-15 |
| NL7509549A (nl) | 1976-05-04 |
| IT7950876A0 (it) | 1979-11-21 |
| LU73704A1 (enExample) | 1976-08-13 |
| IE42131L (en) | 1976-05-01 |
| CH618416A5 (en) | 1980-07-31 |
| SU624570A3 (ru) | 1978-09-15 |
| AU8363875A (en) | 1977-02-10 |
| NO141753B (no) | 1980-01-28 |
| FR2289173A1 (fr) | 1976-05-28 |
| NO752766L (enExample) | 1976-05-04 |
| IE42131B1 (en) | 1980-06-04 |
| FI752312A7 (enExample) | 1976-05-02 |
| CS189725B2 (en) | 1979-04-30 |
| FR2289173B1 (enExample) | 1980-11-21 |
| DK444375A (da) | 1976-05-02 |
| HK35981A (en) | 1981-07-31 |
| SU617007A3 (ru) | 1978-07-25 |
| MY8200084A (en) | 1982-12-31 |
| JPS51131841A (en) | 1976-11-16 |
| DE2530613A1 (de) | 1976-05-06 |
| CA1065894A (en) | 1979-11-06 |
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