Reactivity of Hydroxy and Amino Derivatives of 2-Phenyl-1H-imidazoline and 2-Phenyl-1H-imidazole toward Isocyanates: Synthesis of Appropriate Carbamates and Ureas

Kód výsledku v IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F61388963%3A_____%2F13%3A00398765" target="_blank" >RIV/61388963:_____/13:00398765 - isvavai.cz</a>

Nalezeny alternativní kódy

RIV/61989100:27640/13:86087679 RIV/00216208:11160/13:10144052

Výsledek na webu

<a href="http://dx.doi.org/10.1002/jhet.984" target="_blank" >http://dx.doi.org/10.1002/jhet.984</a>

DOI - Digital Object Identifier

<a href="http://dx.doi.org/10.1002/jhet.984" target="_blank" >10.1002/jhet.984</a>

Jazyk výsledku

angličtina

Název v původním jazyce

Reactivity of Hydroxy and Amino Derivatives of 2-Phenyl-1H-imidazoline and 2-Phenyl-1H-imidazole toward Isocyanates: Synthesis of Appropriate Carbamates and Ureas

Popis výsledku v původním jazyce

Reactivity of 2-(4-hydroxyphenyl)-1H-imidazoline and 2-(4-hydroxyphenyl)-1H-imidazole toward substituted phenyl isocyanates was studied. When mentioned imidazoline was treated with 2.5 equiv of substituted phenyl isocyanate, three N,O-dicarboxamides wereprepared (substituents are H, 4-NO2, and 4-CH3). Subsequently, N,O-diacetylated 2-(4-hydroxyphenyl)-1H-imidazoline was prepared and selective deprotection method was developed for preparation of 1-acetyl-2-(4-hydroxyphenyl)-1H-imidazoline using diethylamine in acetone. Six carbamates derived from this imidazoline were then prepared using 1.1 equiv of substituted phenyl isocyanates (substituents are H, 4-CH3, 4-OCH3, 4-NO2, 4-CN, and 3-CF3). Finally, two carbamates were prepared from 2-(4-hydroxyphenyl)-1H-imidazole (substituents are 4-NO2 and 4-CN). No reactivity to imidazole ring was observed in this case. Eight derivatives were subjected to antimycobacterial screening. Concurrently, reactivity of 2-(2-aminophenyl)- and 2-(2-hydroxyph

Název v anglickém jazyce

Reactivity of Hydroxy and Amino Derivatives of 2-Phenyl-1H-imidazoline and 2-Phenyl-1H-imidazole toward Isocyanates: Synthesis of Appropriate Carbamates and Ureas

Popis výsledku anglicky

Reactivity of 2-(4-hydroxyphenyl)-1H-imidazoline and 2-(4-hydroxyphenyl)-1H-imidazole toward substituted phenyl isocyanates was studied. When mentioned imidazoline was treated with 2.5 equiv of substituted phenyl isocyanate, three N,O-dicarboxamides wereprepared (substituents are H, 4-NO2, and 4-CH3). Subsequently, N,O-diacetylated 2-(4-hydroxyphenyl)-1H-imidazoline was prepared and selective deprotection method was developed for preparation of 1-acetyl-2-(4-hydroxyphenyl)-1H-imidazoline using diethylamine in acetone. Six carbamates derived from this imidazoline were then prepared using 1.1 equiv of substituted phenyl isocyanates (substituents are H, 4-CH3, 4-OCH3, 4-NO2, 4-CN, and 3-CF3). Finally, two carbamates were prepared from 2-(4-hydroxyphenyl)-1H-imidazole (substituents are 4-NO2 and 4-CN). No reactivity to imidazole ring was observed in this case. Eight derivatives were subjected to antimycobacterial screening. Concurrently, reactivity of 2-(2-aminophenyl)- and 2-(2-hydroxyph

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CC - Organická chemie

OECD FORD obor

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Projekt

<a href="/cs/project/GA205%2F08%2F0869" target="_blank" >GA205/08/0869: Jílové minerály jako hostitelské matrice pro funkční nanostruktury</a><br>

Návaznosti

I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace

Rok uplatnění

2013

Kód důvěrnosti údajů

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Název periodika

Journal of Heterocyclic Chemistry

ISSN

0022-152X

e-ISSN

—

Svazek periodika

50

Číslo periodika v rámci svazku

4

Stát vydavatele periodika

US - Spojené státy americké

Počet stran výsledku

8

Strana od-do

903-910

Kód UT WoS článku

000325924800026

EID výsledku v databázi Scopus

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