SU563122A3 - Способ получени производных -диэтил- -(дибензо / /тиепин-11(6н)-илиден) -1,3-пропандиамина или их солей - Google Patents
Способ получени производных -диэтил- -(дибензо / /тиепин-11(6н)-илиден) -1,3-пропандиамина или их солейInfo
- Publication number
- SU563122A3 SU563122A3 SU2114299A SU2114299A SU563122A3 SU 563122 A3 SU563122 A3 SU 563122A3 SU 2114299 A SU2114299 A SU 2114299A SU 2114299 A SU2114299 A SU 2114299A SU 563122 A3 SU563122 A3 SU 563122A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- diethyl
- tiepin
- dibenzo
- formula
- propanediamine
- Prior art date
Links
- 150000003839 salts Chemical class 0.000 title claims description 6
- 238000000034 method Methods 0.000 title claims 2
- 239000002904 solvent Substances 0.000 claims description 5
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 claims description 4
- 239000002841 Lewis acid Substances 0.000 claims description 3
- 150000007517 lewis acids Chemical class 0.000 claims description 3
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 238000001035 drying Methods 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- -1 sulfopropyl group Chemical group 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 11
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 150000002466 imines Chemical class 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 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
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 125000005605 benzo group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 150000004985 diamines Chemical class 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 229940030606 diuretics Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- AUHZEENZYGFFBQ-UHFFFAOYSA-N mesitylene Substances CC1=CC(C)=CC(C)=C1 AUHZEENZYGFFBQ-UHFFFAOYSA-N 0.000 description 1
- 125000001827 mesitylenyl group Chemical group [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N ortho-diethylbenzene Natural products CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000013049 sediment Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D337/00—Heterocyclic compounds containing rings of more than six members having one sulfur atom as the only ring hetero atom
- C07D337/02—Seven-membered rings
- C07D337/06—Seven-membered rings condensed with carbocyclic rings or ring systems
- C07D337/10—Seven-membered rings condensed with carbocyclic rings or ring systems condensed with two six-membered rings
- C07D337/12—[b,e]-condensed
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH387974A CH596204A5 (enExample) | 1974-03-20 | 1974-03-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU563122A3 true SU563122A3 (ru) | 1977-06-25 |
Family
ID=4265453
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU2114299A SU563122A3 (ru) | 1974-03-20 | 1975-03-18 | Способ получени производных -диэтил- -(дибензо / /тиепин-11(6н)-илиден) -1,3-пропандиамина или их солей |
Country Status (19)
| Country | Link |
|---|---|
| JP (1) | JPS50126687A (enExample) |
| AR (1) | AR212800A1 (enExample) |
| AT (1) | AT345837B (enExample) |
| BE (1) | BE826860A (enExample) |
| CH (1) | CH596204A5 (enExample) |
| DD (1) | DD118430A5 (enExample) |
| DE (1) | DE2512046A1 (enExample) |
| DK (1) | DK113075A (enExample) |
| FI (1) | FI750809A7 (enExample) |
| FR (1) | FR2264550B1 (enExample) |
| GB (1) | GB1465032A (enExample) |
| IL (1) | IL46746A (enExample) |
| LU (1) | LU72080A1 (enExample) |
| NL (1) | NL7503137A (enExample) |
| NO (1) | NO750945L (enExample) |
| PH (1) | PH11232A (enExample) |
| SE (1) | SE7503004L (enExample) |
| SU (1) | SU563122A3 (enExample) |
| ZA (1) | ZA751339B (enExample) |
-
1974
- 1974-03-20 CH CH387974A patent/CH596204A5/xx not_active IP Right Cessation
-
1975
- 1975-03-04 IL IL46746A patent/IL46746A/xx unknown
- 1975-03-04 ZA ZA00751339A patent/ZA751339B/xx unknown
- 1975-03-13 AR AR257954A patent/AR212800A1/es active
- 1975-03-14 PH PH16910A patent/PH11232A/en unknown
- 1975-03-17 NL NL7503137A patent/NL7503137A/xx not_active Application Discontinuation
- 1975-03-17 SE SE7503004A patent/SE7503004L/xx unknown
- 1975-03-18 DD DD184846A patent/DD118430A5/xx unknown
- 1975-03-18 LU LU72080A patent/LU72080A1/xx unknown
- 1975-03-18 FR FR7508380A patent/FR2264550B1/fr not_active Expired
- 1975-03-18 SU SU2114299A patent/SU563122A3/ru active
- 1975-03-19 JP JP50033470A patent/JPS50126687A/ja active Pending
- 1975-03-19 BE BE154482A patent/BE826860A/xx unknown
- 1975-03-19 DE DE19752512046 patent/DE2512046A1/de active Pending
- 1975-03-19 GB GB1142975A patent/GB1465032A/en not_active Expired
- 1975-03-19 DK DK113075A patent/DK113075A/da not_active Application Discontinuation
- 1975-03-19 NO NO750945A patent/NO750945L/no unknown
- 1975-03-19 FI FI750809A patent/FI750809A7/fi not_active Application Discontinuation
- 1975-03-19 AT AT211675A patent/AT345837B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| SE7503004L (enExample) | 1975-09-22 |
| FR2264550B1 (enExample) | 1978-07-28 |
| FI750809A7 (enExample) | 1975-09-21 |
| NL7503137A (nl) | 1975-09-23 |
| FR2264550A1 (enExample) | 1975-10-17 |
| JPS50126687A (enExample) | 1975-10-04 |
| IL46746A0 (en) | 1975-05-22 |
| DD118430A5 (enExample) | 1976-03-05 |
| LU72080A1 (enExample) | 1977-01-31 |
| DE2512046A1 (de) | 1975-09-25 |
| IL46746A (en) | 1978-06-15 |
| AR212800A1 (es) | 1978-10-13 |
| BE826860A (fr) | 1975-09-19 |
| ATA211675A (de) | 1978-02-15 |
| GB1465032A (en) | 1977-02-16 |
| AT345837B (de) | 1978-10-10 |
| CH596204A5 (enExample) | 1978-03-15 |
| AU7896875A (en) | 1976-09-16 |
| NO750945L (enExample) | 1975-09-23 |
| ZA751339B (en) | 1976-02-25 |
| DK113075A (enExample) | 1975-09-21 |
| PH11232A (en) | 1977-10-28 |
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