CS233421B1 - N7 (2-alkanoyloxy) atyl / * dodecyldimatyl ammonium bromides and their method of preparation - Google Patents
N7 (2-alkanoyloxy) atyl / * dodecyldimatyl ammonium bromides and their method of preparation Download PDFInfo
- Publication number
- CS233421B1 CS233421B1 CS184683A CS184683A CS233421B1 CS 233421 B1 CS233421 B1 CS 233421B1 CS 184683 A CS184683 A CS 184683A CS 184683 A CS184683 A CS 184683A CS 233421 B1 CS233421 B1 CS 233421B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- ethyl
- preparation
- general formula
- alkanoyloxy
- hours
- Prior art date
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Vynálss sa týkj N-/(2-alkanoyloxy)etyl/- -dodecyldlaetylaaoaiuBbroaidov všeobecného vsorca kde R značí alkylový reťatec a počtoa atoaov uhlíka 2 až 12a apOsobu ich přípravy, ktorý spočívá v reakc^i (2-diaetylaainoetyl)alkanoátu a 1-broadodekánoa v polárnoa prostředí pri rOsnych teplotách a počaa rčznej reakčnej doby. Takto připravená organická aaóniová soli vykazuji antiaikrobálne ako aj povrchovo aktivně vlastnosti.The invention relates to N-/(2-alkanoyloxy)ethyl/--dodecyldlaethylaoaiuBbroides of the general formula where R is an alkyl chain and the number of carbon atoms is 2 to 12, and the method of their preparation, which consists in the reaction of (2-diethylaainoethyl)alkanoate and 1-broadodecano in a polar environment at different temperatures and the beginning of the reaction time. The organic aaonium salts prepared in this way show antimicrobial as well as surface-active properties.
Description
233421 2233421 2
Vynélea sa týká N-/(2-alkanoyloay)etyl -dodecyldlaetylaaóniuabroaldov všeobecného vaorea CH, R - C 0 O - (CH2)2 - N - Cj2H25 Br CH, (I), kde R znaSÍ alkylový retaaec a poSto· atoaov uhllka 2 až 12 a spSsobu leh přípravy. ObdobnísldSenlny podobného ttruktdrneho vaorea ad například: CHj-COO-tCH^g^lUCH^jR Br ®,C6H5-COO-(CH2)2^(CH3)2C12H25 Br θ , (CH3)3-C-C6H4-COO-(CH2)2^í(CH3)2R Br ® .The invention relates to N - ((2-alkanoyloay) ethyl-dodecyl-diethylalanine-abrasionate of the general formula CH, R - C 0 O - (CH 2) 2 --N - C 2 H 25 Br CH, (I) where R denotes an alkyl chain and carbon atoms 2 to 12 and the method of preparation. Similar to a structure-like structure and for example: CH 3 -COO-CH 2 gCH 2 CH 2 R 5 R 5, C 6 H 5 -COO- (CH 2) 2 (CH 3) 2 C 12 H 25 Br θ, (CH 3) 3 -C 6 C 4 H 4 -COO- (CH 2) ) 2 ^ (CH 3) 2 R Br ®.
Organické aaónlové aoll, ktéré obsahu jd vo svojej molekule najaenej jeden dlhý alky-lový retaaec, představujd skupinu aldSenín a výraanýa biologický·, predovéetkýa antiaikrób-nya dSlnkoa. Pre tuto vlastnost naéll prieayselné poutitle, ako veial dSlnné deslňficiendlá,poaocné látky vofaraaceutlckoa, textilnoa, tetko* prleaysle apod·. Poutlvajd sa aj v orga-nické j syntéae napr. prl príprave nenasýtenýoh aldSenín ako aedslfésové katalyaátory etá..The organic aonic aoll, which contains a long alkyl chain in its molecule, is a group of aldenesin and biosynthetic, antioxidant and antioxidant. For this property, nails tend to be dense, such as dense fillers, snacks in pharmaceuticals, textiles, tattoos, and the like. Also, in the organic synthesis, for example, the preparation of unsaturated alkanesin as allylphosphate catalysts et al.
Prlpravujd sa rOanyal spdsobal a ktorých je najSastejSle poutívaná aetoda reakci·halogénalkánov připadne dlalkylsulfátov a prísluSnýal terelámyal ealnal; Reakci· sauakutoSnuje v r&anych podaletdcach, pričoa aa aíakavajd aaónlové aoll aarlabllnej čistotya vo varlabilných výtažkoch. HajSastejSle sa reakci· uskutoSňujd vo vod·, etanole, nitro-aetáne, ale aj v benséne a toluéne.The preparation is made to act and which is most closely bound by the reaction and the haloalkanes or alkylsulfates and the corresponding terealmeal; The reaction is ascertained in the form of analaric purity and purity in varlabile extracts. The reaction is carried out in water, ethanol, nitro-aethane, but also in bensene and toluene.
SpOsob podlá vynálezu aá td výhodu, Se sa reakci· adie uskutoSnit v metanole aleboaetylkyanide prl rfianych teplotách poSaa 12 at 22 hodin, prlSq* vanikajd produkty vyaokejSistoty a vo vysokých výtatkoch. V příkladech je uvedený spOaob Orípravy pódia vynáleau ako 1 vybrané sldSenlny, ktoráad predaetoa vynáleau. Tleto ad oharakterlsované a je uvedená aj antlalkróbna aktivita vSSlStaphylococcua aureus, Escherichia cell a Candida albicana ako alniaálna lnhiblSná koncentrá-cla (MIC) v/ug/ml.The process according to the invention has the advantage that the reaction is carried out in methanol or ethyl cyanide at temperatures of from 12 to 22 hours, by means of high purity and high yield products. In the examples, the Stage Adjustment Process is presented as 1 selected slds which inventes the present invention. This is characterized and the anti-cranial activity of SS1Staphylococcua aureus, Escherichia cell and Candida albicana as alnia inhibition concentrations (MIC) in µg / ml is also reported.
Antlalkróbna aktivita aldSenín, ktoré ad predaetoa vynáleau je vlastnost nová, dote-raa u týchto aldSenín neanáaa. Příklady lluatrujd, ale neobaedaujd rozsah poutitej metody. Přikladl K 0,1 mol (2-dlmetylaalnoetyl)hexánoátu roapuateného v 10 al suchého aetylkyanlduaa laboratorněj teploty aa přidá 0,1 aol 1-brómdodekánu. ReakSná snes sa aahrieva 12 hodinprl teplot· 100 °C.Po ochládání a oddestilovani rospdStadla aa, surový produkt ktorý· jeN-/(2-hexanoyloxy)etyl/-dodécyldlaetylaaóniuabroald prekryStaliauje do konBtantnej teplotytppenia ao suchého acetonu. Produkt aá t.t. 166 at 168 °C; elehentárna analýsa (vypočítané//zlatěné): C 60,89/60,55} H 10,68/10,57} H 3,23/3,06} výtatok 80 % teorie} MIC 3,20,5. Příklad 2The anti-cellular activity of aldenesin, which in the present invention is a novel feature, is not readily available. Examples of lluatrujd, but not the scope of an engaging method. EXAMPLE 1 To 0.1 mol of (2-dimethylanyl ethyl) hexanoate roapuated in 10 .mu.l of dry ethyl acetate and laboratory temperature and 0.1 .mu.l of 1-bromododecane is added. The reaction temperature is 12 hours at 100 DEG C. After the solvent is distilled off and distilled, the crude N - [(2-hexanoyloxy) ethyl] -dodecyl-ala-lauroic acid is recrystallized to a constant temperature and dry acetone. The product was m.p. 166 at 168 ° C; electroanalysis (calculated // gold): C 60.89 / 60.55} H 10.68 / 10.57} H 3.23 / 3.06} 80% theory} MIC 3.20.5. Example 2
Pracovný postup je ten lstý ako v případe 1, a týa rosdieloa, te do reakeie ta poulil(2-diaetylaainoetyDoktanoát, roapdStadloa bol metanol, teplota kdpela bole 85 °C a reakBnýSas 18 hodin. Produkt N-/(2-oktanoyloxy)etyl(-dodecyldiaetylaaóniuabroBld aal t.t. 179,5 at181 °C; elenentárna analýza (vypodítané/ziatené): C 61,99/62,23} H 10,64/10,82; . M 3,01/2,95}výtažek 91 % teorie; MIC 7,30,9.The working procedure is the same as in case 1, and the method is used for the preparation (2-diaethylaaino-acetonitrile, methanol was methanol, the temperature was 85 ° C and the reaction time was 18 hours. The product N - [(2-octanoyloxy) ethyl] -dodecyldiaethylaluminum bisabboldal m.p. 179.5 at 181 ° C; elenent analysis (calculated / counted): C 61.99 / 62.23} H 10.64 / 10.82; M 3.01 / 2.95} yield 91% theory, MIC 7.30.9.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS184683A CS233421B1 (en) | 1983-03-17 | 1983-03-17 | N7 (2-alkanoyloxy) atyl / * dodecyldimatyl ammonium bromides and their method of preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS184683A CS233421B1 (en) | 1983-03-17 | 1983-03-17 | N7 (2-alkanoyloxy) atyl / * dodecyldimatyl ammonium bromides and their method of preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS233421B1 true CS233421B1 (en) | 1985-03-14 |
Family
ID=5353846
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS184683A CS233421B1 (en) | 1983-03-17 | 1983-03-17 | N7 (2-alkanoyloxy) atyl / * dodecyldimatyl ammonium bromides and their method of preparation |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS233421B1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110818577A (en) * | 2019-11-07 | 2020-02-21 | 南京威尔生物化学有限公司 | Preparation method and application of glyphosate granule auxiliary agent with high drug effect |
-
1983
- 1983-03-17 CS CS184683A patent/CS233421B1/en unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110818577A (en) * | 2019-11-07 | 2020-02-21 | 南京威尔生物化学有限公司 | Preparation method and application of glyphosate granule auxiliary agent with high drug effect |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| SU652896A3 (en) | Method of obtaining derivatives of leurochristine | |
| SU888815A3 (en) | Method of preparing nitrocompound | |
| EP0483932A1 (en) | Process for the preparation of piperazine derivatives | |
| NZ204352A (en) | Mitomycin analogs carrying one or more guanidino substituents in the 7- and/or 10-positions | |
| CS233421B1 (en) | N7 (2-alkanoyloxy) atyl / * dodecyldimatyl ammonium bromides and their method of preparation | |
| DK168213B1 (en) | Alkoxymethyl ether and alkoxymethyl ester derivatives of glycerol and process for the preparation of 9- (1,3-dihydroxy-2-propoxymethyl) guanine and ethers and esters thereof | |
| Hideg et al. | Synthesis of new 3, 4-disubstituted 2, 5-dihydro-1h-pyrrol-1-yloxyl spin-label reagents via allylic rearrangements | |
| EP2845859B1 (en) | Method for preparing fosfomycin ammonium salt | |
| US4886910A (en) | Cyanoguanidine derivative and process for preparation thereof | |
| US7223871B2 (en) | Process for preparing substituted imidazole derivatives and intermediates used in the process | |
| US3029239A (en) | Basic substituted 1-and 7-alkylxanthines or salts thereof | |
| US4658035A (en) | Preparation of 2-alkyl-4,5-dihydroxymethylimidazoles | |
| KR890002427B1 (en) | How to prepare nizatidine | |
| Blunt et al. | A general synthesis of the acarnidines | |
| FI80450B (en) | FRAME FOR EXAMINATION OF N- [2 - // 5 - / (DIMETHYLAMINO) METHYL] -2-FURANYLMETHYL / -THIO / EECL / -N'METHYL-2-NITRO-1,1-ETENDIAMINE. | |
| SU1053474A1 (en) | 3-fluorine-2,3-didesoxyguanosine showing cytostatic activity | |
| US4814447A (en) | Preparation of hydroxyalkylpiperazinones by reacting an alkylene oxide with decahydropyrazino[2,3-b]pyrazine or its substituted derivatives | |
| HU180058B (en) | Process for producing n-cyano-azomethine derivatives | |
| EP3231796A1 (en) | A process for the preparation of pyrvinium pamoate and crystalline forms thereof | |
| SU1664796A1 (en) | Method for obtaining 1,4-dimethano-dibenzo @@@-1,3,6,8-tetrazecine | |
| Kitagawa et al. | Preparation and plant growth-regulatory activity of N'-substituted N-furfuryloxamides | |
| Witten et al. | p-Triphenylmethylphenyl and 2-Fluorenyl Isocyanates as Reagents for Alcohols | |
| US4577023A (en) | Diazabicyclo (2,2,2) octadiones | |
| EP4417603A1 (en) | Method for preparing benzofuran derivative | |
| FI97970C (en) | Process for the preparation of 9- (1,3-dihydroxy-2-propoxymethyl) guanine derivatives |