CH434291A - Verfahren zur Herstellung neuer basischer 1,3-Dioxane und ihrer Salze - Google Patents
Verfahren zur Herstellung neuer basischer 1,3-Dioxane und ihrer SalzeInfo
- Publication number
- CH434291A CH434291A CH1191563A CH1191563A CH434291A CH 434291 A CH434291 A CH 434291A CH 1191563 A CH1191563 A CH 1191563A CH 1191563 A CH1191563 A CH 1191563A CH 434291 A CH434291 A CH 434291A
- Authority
- CH
- Switzerland
- Prior art keywords
- dioxane
- phenyl
- threo
- diphenyl
- salts
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 10
- 150000003839 salts Chemical class 0.000 title claims description 5
- 150000000093 1,3-dioxanes Chemical class 0.000 title claims description 3
- 238000004519 manufacturing process Methods 0.000 title description 3
- -1 1-phenylcyclohexyl group Chemical group 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000003118 aryl group Chemical group 0.000 claims description 2
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 150000002431 hydrogen Chemical class 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 10
- SLHSRCBFPHCSGL-UHFFFAOYSA-N (3-bromo-1-phenylpropyl)benzene Chemical compound C=1C=CC=CC=1C(CCBr)C1=CC=CC=C1 SLHSRCBFPHCSGL-UHFFFAOYSA-N 0.000 description 8
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IXTNDEVVXTYVHI-UHFFFAOYSA-N 1,4-dioxan-2-amine Chemical compound NC1COCCO1 IXTNDEVVXTYVHI-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KQAQAPVOBUWGEL-UHFFFAOYSA-N C1(=CC=CC=C1)C(CCNC1OCCOC1)C1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)C(CCNC1OCCOC1)C1=CC=CC=C1 KQAQAPVOBUWGEL-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 description 1
- 229960005091 chloramphenicol Drugs 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000003218 coronary vasodilator agent Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 150000002012 dioxanes Chemical class 0.000 description 1
- 150000002366 halogen compounds Chemical class 0.000 description 1
- 239000012442 inert solvent Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000000304 vasodilatating effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/08—1,3-Dioxanes; Hydrogenated 1,3-dioxanes condensed with carbocyclic rings or ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1562266A CH480329A (de) | 1962-09-29 | 1963-09-27 | Verfahren zur Herstellung neuer basischer 1,3-Dioxane und ihrer Salze |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEB0069027 | 1962-09-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH434291A true CH434291A (de) | 1967-04-30 |
Family
ID=6976133
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1191563A CH434291A (de) | 1962-09-29 | 1963-09-27 | Verfahren zur Herstellung neuer basischer 1,3-Dioxane und ihrer Salze |
| CH1562366A CH444884A (de) | 1962-09-29 | 1963-09-27 | Verfahren zur Herstellung neuer basischer 1,3-Dioxane und ihrer Salze |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1562366A CH444884A (de) | 1962-09-29 | 1963-09-27 | Verfahren zur Herstellung neuer basischer 1,3-Dioxane und ihrer Salze |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US3275657A (en:Method) |
| BE (1) | BE637951A (en:Method) |
| CH (2) | CH434291A (en:Method) |
| DE (1) | DE1418594A1 (en:Method) |
| DK (3) | DK105474C (en:Method) |
| GB (1) | GB981478A (en:Method) |
| LU (1) | LU44520A1 (en:Method) |
| NL (1) | NL298481A (en:Method) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20130288370A1 (en) | 2010-10-15 | 2013-10-31 | Cytopherx, Inc. | Cytopheresis cartridges and use thereof |
| EP4194024A1 (en) * | 2012-01-09 | 2023-06-14 | SeaStar Medical, Inc. | Cartridge and method for increasing myocardial function |
-
0
- BE BE637951D patent/BE637951A/xx unknown
- NL NL298481D patent/NL298481A/xx unknown
-
1962
- 1962-09-29 DE DE19621418594 patent/DE1418594A1/de active Pending
-
1963
- 1963-09-13 US US308633A patent/US3275657A/en not_active Expired - Lifetime
- 1963-09-27 CH CH1191563A patent/CH434291A/de unknown
- 1963-09-27 LU LU44520D patent/LU44520A1/xx unknown
- 1963-09-27 DK DK455263AA patent/DK105474C/da active
- 1963-09-27 DK DK429064AA patent/DK104942C/da active
- 1963-09-27 CH CH1562366A patent/CH444884A/de unknown
- 1963-09-27 GB GB38186/63A patent/GB981478A/en not_active Expired
- 1963-09-27 DK DK428964AA patent/DK104847C/da active
Also Published As
| Publication number | Publication date |
|---|---|
| DE1418594A1 (de) | 1968-12-05 |
| DK104942C (da) | 1966-07-25 |
| GB981478A (en) | 1965-01-27 |
| US3275657A (en) | 1966-09-27 |
| DK104847C (da) | 1966-07-11 |
| CH444884A (de) | 1967-10-15 |
| LU44520A1 (en:Method) | 1964-01-02 |
| NL298481A (en:Method) | |
| BE637951A (en:Method) | |
| DK105474C (da) | 1966-10-03 |
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