SU530639A3 - Способ получени производных феноксипропиламина или их солей - Google Patents
Способ получени производных феноксипропиламина или их солейInfo
- Publication number
- SU530639A3 SU530639A3 SU1879539A SU1879539A SU530639A3 SU 530639 A3 SU530639 A3 SU 530639A3 SU 1879539 A SU1879539 A SU 1879539A SU 1879539 A SU1879539 A SU 1879539A SU 530639 A3 SU530639 A3 SU 530639A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- found
- propoxy
- fumarate
- calculated
- tert
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims 6
- 238000000034 method Methods 0.000 title claims 3
- DXVQSHRBALIFBC-UHFFFAOYSA-N 3-phenoxypropan-1-amine Chemical class NCCCOC1=CC=CC=C1 DXVQSHRBALIFBC-UHFFFAOYSA-N 0.000 title claims 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 claims 37
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 37
- 238000002844 melting Methods 0.000 claims 35
- 230000008018 melting Effects 0.000 claims 35
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 10
- 239000004202 carbamide Substances 0.000 claims 9
- 230000007935 neutral effect Effects 0.000 claims 8
- 239000000047 product Substances 0.000 claims 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 7
- 229910001868 water Inorganic materials 0.000 claims 7
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 6
- 235000019441 ethanol Nutrition 0.000 claims 6
- 229910052739 hydrogen Inorganic materials 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 5
- -1 for example Chemical class 0.000 claims 5
- 150000002431 hydrogen Chemical class 0.000 claims 5
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 claims 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 4
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims 4
- 239000004593 Epoxy Substances 0.000 claims 4
- RJNJWHFSKNJCTB-UHFFFAOYSA-N benzylurea Chemical compound NC(=O)NCC1=CC=CC=C1 RJNJWHFSKNJCTB-UHFFFAOYSA-N 0.000 claims 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 238000002425 crystallisation Methods 0.000 claims 3
- 230000008025 crystallization Effects 0.000 claims 3
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 150000001412 amines Chemical class 0.000 claims 2
- 229910021529 ammonia Inorganic materials 0.000 claims 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 2
- 229910052794 bromium Inorganic materials 0.000 claims 2
- 150000001728 carbonyl compounds Chemical class 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 239000007795 chemical reaction product Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- 125000005429 oxyalkyl group Chemical group 0.000 claims 2
- 239000000843 powder Substances 0.000 claims 2
- DSNYFFJTZPIKFZ-UHFFFAOYSA-N propoxybenzene Chemical class CCCOC1=CC=CC=C1 DSNYFFJTZPIKFZ-UHFFFAOYSA-N 0.000 claims 2
- 239000011541 reaction mixture Substances 0.000 claims 2
- 238000000926 separation method Methods 0.000 claims 2
- 238000005245 sintering Methods 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- BHSVODXUUFNIPW-UHFFFAOYSA-N (4-hydroxy-3-methoxyphenyl)methylurea Chemical compound COC1=CC(CNC(N)=O)=CC=C1O BHSVODXUUFNIPW-UHFFFAOYSA-N 0.000 claims 1
- ZJOXKLISWJTGRU-UHFFFAOYSA-N 1-benzyl-1-propoxyurea Chemical compound O(CCC)N(C(=O)N)CC1=CC=CC=C1 ZJOXKLISWJTGRU-UHFFFAOYSA-N 0.000 claims 1
- UQZPGHOJMQTOHB-UHFFFAOYSA-N 2-chloro-n-(2-chloroethyl)-n-ethylethanamine Chemical compound ClCCN(CC)CCCl UQZPGHOJMQTOHB-UHFFFAOYSA-N 0.000 claims 1
- VLRGXXKFHVJQOL-UHFFFAOYSA-N 3-chloropentane-2,4-dione Chemical compound CC(=O)C(Cl)C(C)=O VLRGXXKFHVJQOL-UHFFFAOYSA-N 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 235000010469 Glycine max Nutrition 0.000 claims 1
- 244000068988 Glycine max Species 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- LUBJCRLGQSPQNN-UHFFFAOYSA-N Z-phenylurea Natural products NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 claims 1
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims 1
- 125000002252 acyl group Chemical group 0.000 claims 1
- 125000004442 acylamino group Chemical group 0.000 claims 1
- 125000004945 acylaminoalkyl group Chemical group 0.000 claims 1
- 125000003302 alkenyloxy group Chemical group 0.000 claims 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims 1
- 239000003518 caustics Substances 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 239000013078 crystal Substances 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 1
- 150000001991 dicarboxylic acids Chemical class 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 235000013399 edible fruits Nutrition 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 238000002513 implantation Methods 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 238000002955 isolation Methods 0.000 claims 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 claims 1
- 150000003891 oxalate salts Chemical class 0.000 claims 1
- 229910052763 palladium Inorganic materials 0.000 claims 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 claims 1
- WYROLENTHWJFLR-ACLDMZEESA-N queuine Chemical compound C1=2C(=O)NC(N)=NC=2NC=C1CN[C@H]1C=C[C@H](O)[C@@H]1O WYROLENTHWJFLR-ACLDMZEESA-N 0.000 claims 1
- 238000001953 recrystallisation Methods 0.000 claims 1
- 239000011347 resin Substances 0.000 claims 1
- 229920005989 resin Polymers 0.000 claims 1
- 239000000523 sample Substances 0.000 claims 1
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 1
- 239000012279 sodium borohydride Substances 0.000 claims 1
- 235000011121 sodium hydroxide Nutrition 0.000 claims 1
- 238000004544 sputter deposition Methods 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/12—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms
- C07D303/18—Compounds containing oxirane rings with hydrocarbon radicals, substituted by singly or doubly bound oxygen atoms by etherified hydroxyl radicals
- C07D303/20—Ethers with hydroxy compounds containing no oxirane rings
- C07D303/22—Ethers with hydroxy compounds containing no oxirane rings with monohydroxy compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT157372A AT321315B (de) | 1972-02-28 | 1972-02-28 | Verfahren zur Herstellung von neuen Ureidophenoxypropylaminderivaten und von deren Salzen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU530639A3 true SU530639A3 (ru) | 1976-09-30 |
Family
ID=3516334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1879539A SU530639A3 (ru) | 1972-02-28 | 1973-02-05 | Способ получени производных феноксипропиламина или их солей |
Country Status (21)
| Country | Link |
|---|---|
| JP (1) | JPS5626654B2 (enExample) |
| AT (1) | AT321315B (enExample) |
| BE (1) | BE796029A (enExample) |
| CH (1) | CH577956A5 (enExample) |
| CS (1) | CS168625B2 (enExample) |
| DD (1) | DD105214A1 (enExample) |
| DE (1) | DE2264182C3 (enExample) |
| DK (1) | DK136185B (enExample) |
| ES (1) | ES412061A1 (enExample) |
| FI (1) | FI59582C (enExample) |
| FR (1) | FR2173990B1 (enExample) |
| GB (1) | GB1397663A (enExample) |
| HU (1) | HU165235B (enExample) |
| IE (1) | IE37271B1 (enExample) |
| LU (1) | LU66869A1 (enExample) |
| NL (1) | NL7300688A (enExample) |
| PL (1) | PL82613B1 (enExample) |
| RO (1) | RO62862A (enExample) |
| SU (1) | SU530639A3 (enExample) |
| YU (1) | YU36158B (enExample) |
| ZA (1) | ZA73949B (enExample) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1149819A (en) * | 1970-01-08 | 1983-07-12 | Max Wilhelm | Process for the manufacture of new amines |
-
1972
- 1972-02-28 AT AT157372A patent/AT321315B/de not_active IP Right Cessation
- 1972-12-29 DE DE2264182A patent/DE2264182C3/de not_active Expired
- 1972-12-29 PL PL1972159973A patent/PL82613B1/pl unknown
-
1973
- 1973-01-10 FI FI60/73A patent/FI59582C/fi active
- 1973-01-17 RO RO7300073527A patent/RO62862A/ro unknown
- 1973-01-17 NL NL7300688A patent/NL7300688A/xx not_active Application Discontinuation
- 1973-01-17 CS CS388A patent/CS168625B2/cs unknown
- 1973-01-19 LU LU66869A patent/LU66869A1/xx unknown
- 1973-02-02 YU YU260/73A patent/YU36158B/xx unknown
- 1973-02-05 GB GB568173A patent/GB1397663A/en not_active Expired
- 1973-02-05 FR FR7303913A patent/FR2173990B1/fr not_active Expired
- 1973-02-05 SU SU1879539A patent/SU530639A3/ru active
- 1973-02-06 DK DK60373AA patent/DK136185B/da unknown
- 1973-02-08 IE IE198/73A patent/IE37271B1/xx unknown
- 1973-02-09 ZA ZA730949A patent/ZA73949B/xx unknown
- 1973-02-13 HU HUOE189A patent/HU165235B/hu unknown
- 1973-02-26 DD DD169049A patent/DD105214A1/xx unknown
- 1973-02-26 CH CH275373A patent/CH577956A5/xx not_active IP Right Cessation
- 1973-02-26 JP JP2229773A patent/JPS5626654B2/ja not_active Expired
- 1973-02-26 ES ES73412061A patent/ES412061A1/es not_active Expired
- 1973-02-27 BE BE128160A patent/BE796029A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2264182C3 (de) | 1982-03-18 |
| CH577956A5 (enExample) | 1976-07-30 |
| DE2264182A1 (de) | 1973-12-20 |
| IE37271B1 (en) | 1977-06-08 |
| DE2264182B2 (de) | 1981-06-25 |
| HU165235B (enExample) | 1974-07-27 |
| FR2173990B1 (enExample) | 1976-09-03 |
| DK136185B (da) | 1977-08-29 |
| AT321315B (de) | 1975-03-25 |
| FR2173990A1 (enExample) | 1973-10-12 |
| JPS5626654B2 (enExample) | 1981-06-19 |
| BE796029A (fr) | 1973-08-27 |
| AU5205273A (en) | 1974-08-15 |
| YU36158B (en) | 1982-02-25 |
| CS168625B2 (enExample) | 1976-06-29 |
| FI59582B (fi) | 1981-05-29 |
| DD105214A1 (enExample) | 1974-04-12 |
| NL7300688A (enExample) | 1973-08-30 |
| GB1397663A (en) | 1975-06-18 |
| LU66869A1 (enExample) | 1973-03-19 |
| ZA73949B (en) | 1973-11-28 |
| IE37271L (en) | 1973-08-28 |
| YU26073A (en) | 1981-06-30 |
| JPS4897838A (enExample) | 1973-12-13 |
| ES412061A1 (es) | 1976-01-01 |
| RO62862A (fr) | 1978-02-15 |
| FI59582C (fi) | 1981-09-10 |
| DK136185C (enExample) | 1978-02-13 |
| PL82613B1 (enExample) | 1975-10-31 |
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