CS209355B1 - N-(4-/1-naphtyloxy/butyl/amines and method of preparation of the same - Google Patents
N-(4-/1-naphtyloxy/butyl/amines and method of preparation of the same Download PDFInfo
- Publication number
- CS209355B1 CS209355B1 CS35979A CS35979A CS209355B1 CS 209355 B1 CS209355 B1 CS 209355B1 CS 35979 A CS35979 A CS 35979A CS 35979 A CS35979 A CS 35979A CS 209355 B1 CS209355 B1 CS 209355B1
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- naphthyloxy
- butyl
- preparation
- amines
- pyrrolidine
- Prior art date
Links
- 238000002360 preparation method Methods 0.000 title claims abstract description 9
- 150000001412 amines Chemical class 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 title claims description 9
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 title 1
- -1 4- [1-naphthyloxy] butyl Chemical group 0.000 claims abstract description 11
- 150000001875 compounds Chemical class 0.000 claims abstract description 10
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims abstract description 10
- 229910000027 potassium carbonate Inorganic materials 0.000 claims abstract description 5
- ZBAUZCCUGCBNMC-UHFFFAOYSA-N 1-(4-bromobutoxy)naphthalene Chemical compound C1=CC=C2C(OCCCCBr)=CC=CC2=C1 ZBAUZCCUGCBNMC-UHFFFAOYSA-N 0.000 claims abstract description 4
- 230000015572 biosynthetic process Effects 0.000 claims abstract description 3
- 238000003786 synthesis reaction Methods 0.000 claims abstract description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 6
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims 2
- 238000000921 elemental analysis Methods 0.000 claims 2
- GAUZOGMZSRGFOV-UHFFFAOYSA-N 1-(4-naphthalen-1-yloxybutyl)pyrrolidine Chemical compound C=1C=CC2=CC=CC=C2C=1OCCCCN1CCCC1 GAUZOGMZSRGFOV-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 238000001816 cooling Methods 0.000 claims 1
- 239000000284 extract Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000000543 intermediate Substances 0.000 abstract description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 230000004071 biological effect Effects 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
Landscapes
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Syntéza N-(4-[í-naftyloxy]butyl)amínov z *1- -bróm-4-(l-naftyloxy)butánu z nasýteného heterocyklického sekundárného aminu za pomoci bezvodého uhličitanu draselného. Finálně zlúčeniny slúžia ako medziprodukty pre přípravu biologicky účinných zlúčenín.Synthesis of N- (4- [1-naphthyloxy] butyl) amines from * 1- -bromo-4- (1-naphthyloxy) butane from saturated heterocyclic secondary amine with the aid of anhydrous potassium carbonate. Final Compounds serve as intermediates for the preparation of biologically active compounds.
Description
(54) N-(4-[l-naftyloxy]butyl)amíny a spósob ich přípravy(54) N- (4- [1-naphthyloxy] butyl) amines and processes for their preparation
Syntéza N-(4-[í-naftyloxy]butyl)amínov z *í-bróm-4-(l-naftyloxy)butánu z nasýteného heterocyklického sekundárného aminu za pomoci bezvodého uhličitanu draselného. Finálně zlúčeniny slúžia ako medziprodukty pre přípravu biologicky účinných zlúčenín.Synthesis of N- (4- [1-naphthyloxy] butyl) amines from 1'-bromo-4- (1-naphthyloxy) butane from saturated heterocyclic secondary amine with anhydrous potassium carbonate. Finally, the compounds serve as intermediates for the preparation of biologically active compounds.
Vynález sa týká N-(4-[l-naftyloxy]butyl)amínov obecného vzorcaThe invention relates to N- (4- [1-naphthyloxy] butyl) amines of the general formula
kde X značí (CH2)4 ÍEŽ 7 a (CH2CH2)2O a spósobu ich přípravy. Ako je známe, mnohé deriváty nasýtených heterocyklických amínov vykazujú výrazné biologické vlastnosti. Zlúčeniny, ktorých molekula obsahuje amínovú zložku a súčasne cez éterickú vazbu viazaný naftalénový skelet však doteraz neboli ani připravené ani sledované z hradiska ich biologických účinkov. Zlúčeniny, ktoré sú podstatou vynálezu, sú látky nové, doteraz v literatúre neopísané a slúžia ako východiskové suroviny pri přípravě nových antimikrobiálne účinných zlúčenín.wherein X denotes (CH 2 ) 4 E 7 and (CH 2 CH 2 ) 2 O and a process for their preparation. As is known, many derivatives of saturated heterocyclic amines exhibit significant biological properties. However, compounds whose molecule contains an amine moiety and at the same time an ether-bound naphthalene backbone have neither been prepared nor monitored for their biological effects. The compounds of the present invention are novel substances not previously described in the literature and serve as starting materials in the preparation of novel antimicrobially active compounds.
Nové zlúčeniny sa pripravujú spósobom podlá vynálezu, ktorého podstatou je reakcia l-bróm-4(l-naftyloxy)butánu s příslušným nasýteným heterocyklickým amínom za přítomnosti bezvodého uhličitanu draselného pri teplote 150 °C počas 1,5 hodiny. Výhodou tejto metody přípravy oprotiThe novel compounds are prepared according to the process of the invention, which comprises reacting 1-bromo-4- (1-naphthyloxy) butane with an appropriate saturated heterocyclic amine in the presence of anhydrous potassium carbonate at 150 ° C for 1.5 hours. The advantage of this method of preparation over
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS35979A CS209355B1 (en) | 1979-01-17 | 1979-01-17 | N-(4-/1-naphtyloxy/butyl/amines and method of preparation of the same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CS35979A CS209355B1 (en) | 1979-01-17 | 1979-01-17 | N-(4-/1-naphtyloxy/butyl/amines and method of preparation of the same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS209355B1 true CS209355B1 (en) | 1981-11-30 |
Family
ID=5335525
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS35979A CS209355B1 (en) | 1979-01-17 | 1979-01-17 | N-(4-/1-naphtyloxy/butyl/amines and method of preparation of the same |
Country Status (1)
| Country | Link |
|---|---|
| CS (1) | CS209355B1 (en) |
-
1979
- 1979-01-17 CS CS35979A patent/CS209355B1/en unknown
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