SU594892A3 - Способ получени дифенилметоксиэтиламинов - Google Patents
Способ получени дифенилметоксиэтиламиновInfo
- Publication number
- SU594892A3 SU594892A3 SU742028773A SU2028773A SU594892A3 SU 594892 A3 SU594892 A3 SU 594892A3 SU 742028773 A SU742028773 A SU 742028773A SU 2028773 A SU2028773 A SU 2028773A SU 594892 A3 SU594892 A3 SU 594892A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- diphenylmethoxyethylamines
- preparing
- fluorine
- ammonia
- hydrogen
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 6
- NFJFUDGBWGXTHS-UHFFFAOYSA-N 2-benzhydryloxyethanamine Chemical class C=1C=CC=CC=1C(OCCN)C1=CC=CC=C1 NFJFUDGBWGXTHS-UHFFFAOYSA-N 0.000 title description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- 229910052731 fluorine Inorganic materials 0.000 description 6
- 239000011737 fluorine Substances 0.000 description 6
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- -1 diphenylmethoxy Chemical group 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 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
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 230000003993 interaction Effects 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-L fumarate(2-) Chemical class [O-]C(=O)\C=C\C([O-])=O VZCYOOQTPOCHFL-OWOJBTEDSA-L 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 150000003893 lactate salts Chemical class 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
- C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
- C07C217/02—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C217/04—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C217/06—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted
- C07C217/08—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom
- C07C217/10—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups and amino groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one etherified hydroxy group and one amino group bound to the carbon skeleton, which is not further substituted the oxygen atom of the etherified hydroxy group being further bound to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical containing six-membered aromatic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/13—Amines
- A61K31/135—Amines having aromatic rings, e.g. ketamine, nortriptyline
- A61K31/137—Arylalkylamines, e.g. amphetamine, epinephrine, salbutamol, ephedrine or methadone
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Emergency Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
1 Предлагаетс способ п шучени не описанных в литературе дифенилметокси этнламинов, котосше обладают биологической активностыд и могут поэтому найти применение в медицине в качестве фармацевтических препаратов. Предлагаемый способ получени дифенилметоксиэтиламинов основан на известной реакции получени гц данов взаи модействием галоген замещенных и аммиа ка или а:линов. Однако с помощью известной реакции по предлагаемому способу получают новые обладаю1цие ценными свойствами дифенилметоксиэтиламины общей формулы 1 0-CR2 CH2-NH2 фтор, бром или хлор; водород или фтор; водород, фтор или хлор, причем в случае, когда Bj - Фтор, fijводород; когда 4j - хлор, Bj - фтор; водород, Ч{ - фтор когда Bj и или бром. Предлагаемый способ получени дифенилметоксиэтилгиишнов общей формулы 1 или их солей заключаетс во взаимодействии галоидэтилдифенилметилового эфира общей формулы СН R.3 I : o-cHj-CH -Hai где Bj, Bj и Rj имеют указанные значени ; НаЕ - галоид, с аммиаком Реакцию предпочтительно осуществи л ют при нагревании в закрытом сосуде в спирте/ содержащем самое большее шесть углеродных атомов, например н метаноле, использу избыток аммиака. Целевые продукты выдел ют известными методами в свободном виде или в виде солей, например гидрогалогенидов, сульфатов, оксалатов, тартратов, фумаратОв , цитратов, малеинатов, сукцинатов или лактатов. Пример. Смесь 28,2 г 1(0,1 моль) хлористого (rf -фтор-фенил)меток сиДэтила и 17 г (1 моль) аммиака в
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1054372A GB1363986A (en) | 1972-03-07 | 1972-03-07 | Diphenylmethoxyethylamines |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU594892A3 true SU594892A3 (ru) | 1978-02-25 |
Family
ID=9969762
Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1888667A SU490283A3 (ru) | 1972-03-07 | 1973-03-06 | Способ получени дифенилметоксиэтиламинов |
| SU2028952A SU505350A3 (ru) | 1972-03-07 | 1974-04-19 | Способ получени дифенилметоксиэтиламинов |
| SU2029390A SU500763A3 (ru) | 1972-03-07 | 1974-04-19 | Способ получени дифенилметоксиэтиламинов |
| SU742028773A SU594892A3 (ru) | 1972-03-07 | 1974-04-19 | Способ получени дифенилметоксиэтиламинов |
| SU7402026697A SU583742A3 (ru) | 1972-03-07 | 1974-05-24 | Способ получени дифенилметоксиэтиламинов или их солей |
Family Applications Before (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1888667A SU490283A3 (ru) | 1972-03-07 | 1973-03-06 | Способ получени дифенилметоксиэтиламинов |
| SU2028952A SU505350A3 (ru) | 1972-03-07 | 1974-04-19 | Способ получени дифенилметоксиэтиламинов |
| SU2029390A SU500763A3 (ru) | 1972-03-07 | 1974-04-19 | Способ получени дифенилметоксиэтиламинов |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7402026697A SU583742A3 (ru) | 1972-03-07 | 1974-05-24 | Способ получени дифенилметоксиэтиламинов или их солей |
Country Status (23)
| Country | Link |
|---|---|
| US (1) | US4003932A (ru) |
| JP (1) | JPS5648499B2 (ru) |
| AT (1) | AT320616B (ru) |
| AU (1) | AU471369B2 (ru) |
| BE (1) | BE796354A (ru) |
| CA (1) | CA1013370A (ru) |
| CH (5) | CH579530A5 (ru) |
| CS (5) | CS186296B2 (ru) |
| DE (1) | DE2311067C2 (ru) |
| DK (1) | DK130830B (ru) |
| ES (5) | ES412360A1 (ru) |
| FI (1) | FI56674C (ru) |
| FR (1) | FR2181791B1 (ru) |
| GB (1) | GB1363986A (ru) |
| IL (1) | IL41715A (ru) |
| LU (1) | LU67162A1 (ru) |
| NL (1) | NL7303082A (ru) |
| NO (1) | NO135468C (ru) |
| RO (3) | RO76978A (ru) |
| SE (1) | SE396377B (ru) |
| SU (5) | SU490283A3 (ru) |
| YU (1) | YU19180A (ru) |
| ZA (1) | ZA731545B (ru) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5634024B2 (ru) * | 1973-09-05 | 1981-08-07 | ||
| GB1573421A (en) * | 1976-05-21 | 1980-08-20 | Ici Ltd | Acetic acid derivatives |
| AU2017599A (en) * | 1997-12-30 | 1999-07-19 | Mark E. Hediger | Methods for preparing and selecting pharmaceutically useful bridged biaromatic and triaromatic ring compounds from structurally diverse universal library |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2527963A (en) * | 1948-06-16 | 1950-10-31 | Parke Davis & Co | beta-dimethylamino-ethyl rho-halobenzhydryl ethers and their salts |
| FR1377277A (fr) * | 1962-02-09 | 1964-11-06 | Hoechst Ag | éthers du diphényl-méthane à substituants basiques et leur préparation |
| US3266988A (en) * | 1963-10-10 | 1966-08-16 | Smith Kline French Lab | Method of producing anti-adrenal activity |
| US3565955A (en) * | 1967-10-23 | 1971-02-23 | Hoechst Ag | Meta-methoxy-alpha-methyl-phenethyl-amino-diphenylmethyl ethers |
| GB1219609A (en) * | 1968-07-19 | 1971-01-20 | Koninklijke Pharma Fab Nv | Diphenylmethoxyethylamino derivatives |
-
1972
- 1972-03-07 GB GB1054372A patent/GB1363986A/en not_active Expired
-
1973
- 1973-03-06 CH CH328573A patent/CH579530A5/xx not_active IP Right Cessation
- 1973-03-06 AU AU52979/73A patent/AU471369B2/en not_active Expired
- 1973-03-06 CS CS7600005589A patent/CS186296B2/cs unknown
- 1973-03-06 JP JP2650973A patent/JPS5648499B2/ja not_active Expired
- 1973-03-06 CH CH408276A patent/CH576942A5/xx not_active IP Right Cessation
- 1973-03-06 LU LU67162A patent/LU67162A1/xx unknown
- 1973-03-06 CS CS7300001610A patent/CS186251B2/cs unknown
- 1973-03-06 FI FI691/73A patent/FI56674C/fi active
- 1973-03-06 IL IL41715A patent/IL41715A/en unknown
- 1973-03-06 SE SE7303112A patent/SE396377B/xx unknown
- 1973-03-06 FR FR7307947A patent/FR2181791B1/fr not_active Expired
- 1973-03-06 CS CS7600005590A patent/CS186297B2/cs unknown
- 1973-03-06 DK DK121273AA patent/DK130830B/da unknown
- 1973-03-06 CS CS7600005588A patent/CS186295B2/cs unknown
- 1973-03-06 CA CA165,352A patent/CA1013370A/en not_active Expired
- 1973-03-06 CH CH408376A patent/CH576943A5/xx not_active IP Right Cessation
- 1973-03-06 BE BE128441A patent/BE796354A/xx unknown
- 1973-03-06 SU SU1888667A patent/SU490283A3/ru active
- 1973-03-06 AT AT01941/73A patent/AT320616B/de not_active IP Right Cessation
- 1973-03-06 US US05/338,621 patent/US4003932A/en not_active Expired - Lifetime
- 1973-03-06 CS CS7600005591A patent/CS186298B2/cs unknown
- 1973-03-06 RO RO7383391A patent/RO76978A/ro unknown
- 1973-03-06 ZA ZA731545A patent/ZA731545B/xx unknown
- 1973-03-06 CH CH408176A patent/CH576941A5/xx not_active IP Right Cessation
- 1973-03-06 ES ES412360A patent/ES412360A1/es not_active Expired
- 1973-03-06 RO RO7383392A patent/RO76979A/ro unknown
- 1973-03-06 RO RO7383390A patent/RO76977A/ro unknown
- 1973-03-06 NL NL7303082A patent/NL7303082A/xx not_active Application Discontinuation
- 1973-03-06 NO NO891/73A patent/NO135468C/no unknown
- 1973-03-06 DE DE2311067A patent/DE2311067C2/de not_active Expired
- 1973-03-06 CH CH408476A patent/CH580569A5/xx not_active IP Right Cessation
-
1974
- 1974-04-19 SU SU2028952A patent/SU505350A3/ru active
- 1974-04-19 SU SU2029390A patent/SU500763A3/ru active
- 1974-04-19 SU SU742028773A patent/SU594892A3/ru active
- 1974-05-24 SU SU7402026697A patent/SU583742A3/ru active
-
1975
- 1975-07-16 ES ES439491A patent/ES439491A1/es not_active Expired
- 1975-07-16 ES ES439492A patent/ES439492A1/es not_active Expired
- 1975-07-16 ES ES439494A patent/ES439494A1/es not_active Expired
- 1975-07-17 ES ES439493A patent/ES439493A1/es not_active Expired
-
1980
- 1980-01-24 YU YU00191/80A patent/YU19180A/xx unknown
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