DE1118208B - Verfahren zur Herstellung von N, N'-Alkylen-1, 1'-alkylen-bis-(4-aminochinaldinium-haogeniden) - Google Patents
Verfahren zur Herstellung von N, N'-Alkylen-1, 1'-alkylen-bis-(4-aminochinaldinium-haogeniden)Info
- Publication number
- DE1118208B DE1118208B DEST15282A DEST015282A DE1118208B DE 1118208 B DE1118208 B DE 1118208B DE ST15282 A DEST15282 A DE ST15282A DE ST015282 A DEST015282 A DE ST015282A DE 1118208 B DE1118208 B DE 1118208B
- Authority
- DE
- Germany
- Prior art keywords
- alkylene
- bis
- aminochinaldinium
- general formula
- preparation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000000034 method Methods 0.000 title claims description 6
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 5
- 150000004820 halides Chemical class 0.000 claims description 5
- 239000012442 inert solvent Substances 0.000 claims description 4
- 235000009518 sodium iodide Nutrition 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- 239000000126 substance Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-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
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 6
- 238000001816 cooling Methods 0.000 description 4
- 238000000354 decomposition reaction Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 238000005187 foaming Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- ROUYUBHVBIKMQO-UHFFFAOYSA-N 1,4-diiodobutane Chemical compound ICCCCI ROUYUBHVBIKMQO-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- -1 halogen ion Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000193996 Streptococcus pyogenes Species 0.000 description 1
- 230000000721 bacterilogical effect Effects 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 244000053095 fungal pathogen Species 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 150000002678 macrocyclic compounds Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/12—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains three hetero rings
- C07D471/18—Bridged systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEST15282A DE1118208B (de) | 1959-06-26 | 1959-06-26 | Verfahren zur Herstellung von N, N'-Alkylen-1, 1'-alkylen-bis-(4-aminochinaldinium-haogeniden) |
| BE589508A BE589508A (fr) | 1959-06-26 | 1960-04-07 | Procédé de préparation de dihalogénures de N<4>, N<4'>-alcoylène-N<1>, N<1'>-alcoylène-bis-4-aminochinaldinium |
| SE388360A SE307579B (cg-RX-API-DMAC7.html) | 1959-06-26 | 1960-06-10 | |
| CH661160A CH394201A (de) | 1959-06-26 | 1960-06-10 | Verfahren zur Herstellung von N4,N4'-Alkylen-N1,N1'-alkylen-bis-4-aminochinaldinium-dihalogeniden |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEST15282A DE1118208B (de) | 1959-06-26 | 1959-06-26 | Verfahren zur Herstellung von N, N'-Alkylen-1, 1'-alkylen-bis-(4-aminochinaldinium-haogeniden) |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1118208B true DE1118208B (de) | 1961-11-30 |
Family
ID=7456633
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEST15282A Pending DE1118208B (de) | 1959-06-26 | 1959-06-26 | Verfahren zur Herstellung von N, N'-Alkylen-1, 1'-alkylen-bis-(4-aminochinaldinium-haogeniden) |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE589508A (cg-RX-API-DMAC7.html) |
| CH (1) | CH394201A (cg-RX-API-DMAC7.html) |
| DE (1) | DE1118208B (cg-RX-API-DMAC7.html) |
| SE (1) | SE307579B (cg-RX-API-DMAC7.html) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1203780B (de) * | 1962-09-12 | 1965-10-28 | Allen & Hanburys Ltd | Verfahren zur Herstellung von bakterizid wirksamen Chinaldiniumverbindungen |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB745956A (en) * | 1953-11-12 | 1956-03-07 | Allen & Hanburys Ltd | Heterocyclic quaternary ammonium salts |
-
1959
- 1959-06-26 DE DEST15282A patent/DE1118208B/de active Pending
-
1960
- 1960-04-07 BE BE589508A patent/BE589508A/fr unknown
- 1960-06-10 SE SE388360A patent/SE307579B/xx unknown
- 1960-06-10 CH CH661160A patent/CH394201A/de unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB745956A (en) * | 1953-11-12 | 1956-03-07 | Allen & Hanburys Ltd | Heterocyclic quaternary ammonium salts |
Also Published As
| Publication number | Publication date |
|---|---|
| SE307579B (cg-RX-API-DMAC7.html) | 1969-01-13 |
| CH394201A (de) | 1965-06-30 |
| BE589508A (fr) | 1960-08-01 |
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