Imidazole, 4,5-dihydro-2-phenyl

Chemicai Name 4,5-Dihydro-N-phenyl-N-(phenylmethyl)-1 H-imidazole-2-methanamine... 

In the United States, two potent orally active positive inotropic agents, CI-914 [imazodan hydrochloride CAS 89198-09-4, (15)] and CI-930 [CAS 86798-59-6, (16)], both characterized by a 4T(l/7-imidazol-l-yl)phenyl substituent attached to C-6 of a 4,5-dihydro-3(2//)-pyridazinone system, have been developed [16]. Patents exist on compounds of this type and related unsaturated pyridazinones [17-21] and also on homologues in which the... 

The reaction of 2-aminobenzyl alcohol 376 with 2-chloro-4,5-dihydroimidazole afforded [2-(4,5-dihydro-177-imidazol-2-ylideneamino)phenyl]methanol hydrochloride 377, which upon treatment with carbon disulfide gave l-(477-3,l-benzoxazin-2-yl)imidazolidine-2-thione 378 (Scheme 71). The assumed reaction mechanism involved the initial formation of the dithiocarbamate 379, which underwent intramolecular nucleophilic addition to furnish the unstable thiazetidine 380. By nucleophilic attack of the hydroxy group on the carbon atom of the thiazetidine ring, thiocarbamate derivative 381 was formed, which gave the final 3,1-benzoxazine 378 by an intramolecular cyclocondensation with the evolution of H2S <2006H(68)687>. 

N-CH3 2 c6h5 3-Methoxycarbonyl-7-methyl-3-phenyl-5H-6,7-dihydro-imidazolo [7,2-c] imidazol) 60 117... 

Dimethyl-3-(2-oxo-2-phenyl-ethyl--bromid lagert sich beim Kochen mit Triethylamin in Acetonitril in 2-(2-Imino-5-phenyl-2,3-dihydro-oxazol-3-yl)-4,6-dimethyl-pyrimidin um. Aus diesem werden durch Kochen in Alkoholen mit 4-Methyl-benzolsulfonsaure als Katalysator 2-Alkoxy-l-(4,6-dimethyl-2-pyrimidyl)-4-phenyl-imidazole oder durch Erhitzen mit primaren oder sekundaren Aminen ebenfalls in Gegenwart von 4-Methyl-benzolsulfonsaure 2-Alkylamino-l-(4,6-dimcthyl-2-pyrimidyl)-4-phe-nyl-imidazole erhalten374 ... 

Dagegen gelingt die oxidative Dehydrierung mit Dibenzoylperoxid (Benzol 80°) oder mit Brom (Chloroform/Pyridin 10°) bereits unter milden Bedingungen414 Fur beide Methoden ist allcr-dings nur ein Beispiel, namlich die Herstellung von l-Anilino-2-phenyl-imidazol aus dem entsprechenden 4,5-Dihydro-imidazol (40% mit Dibenzoylperoxid bzw. 95% mit Brom) beschrie-ben. 

Die Umsetzung von 2-Acylamino-3-phenyl-propansaure-amiden mit Natrium-hypobromit verlauft iiber 2-Oxo-2,3-dihydro-imidazole, die in geringen Ausbeuten unter Ringspaltung und einer IIofmann-Rcaktion zu 2-Hydroxy-l,3,4-oxadiazolen518,556 557 reagieren ... 

Dichloro-phenyl)-(4,5-dihydro-1 H-imidazol-2-yl)-amine, C9H9CI2N3. MW 230.10, [4205-90-7]... 

One of the initial findings about bicyclic aziridines is reported in [88] the authors carried out the synthesis of 3,5a-dihydro-l//-azireno[l,2-c]imidazoles by reacting trwith carbonyl compounds in methanol saturated with ammonia in the presence of ammonium bromide. In particular, 2,2-dimethyl-6-(4-nitrophenyl)-4-phenyl-l,3-diazabicyclo[3.1.0]hex-3-ene 72 was obtained in the reaction of ketone 70 with ammonia and acetone 71 (Scheme 1.19). 

The behavior of dihydroazirenoimidazoles and tetrahydroazirenopyrazines in the presence of acids was studied in [112] in detail. The authors note that protonation not accompanied by further transformations takes place under mild conditions (dilute HC1 in ethanol at room temperature). l-(4-Nitrophe-nyl)-6-phenyl-3,5a-dihydro-1 //-azireno[ 1,2-c]imidazole and 1 -(4-nitrophenyl-6-phenyl-1,3,4,6a-tetrahydroazireno[l, 2-[Pg.21]

Chemical Name 2-[ [4-(l, 1-Di methylethyl)-2,6-dimethyl phenyl] methyl]-4,5-dihydro-lH-imidazole hydrochloride... 

The betaine anhydro-2-hydroxy-8-methyl-4-oxo-3 -phenyl-4//- imidazo[2,1 -b ][ 1,3]thi-azinium hydroxide undergoes thermal rearrangement to 2,3-dihydro-7-hydroxy-2-methyl-5-oxo-6-phenyl-3(2H),5H-pyrrolo[l,2-c]imidazolethione. A process involving an initial fission of the 1,2-bond and electrophilic ring closure of the resultant ketene intermediate into the 4-position of the imidazole nucleus is most likely involved in the rearrangement (equation 67) (80JOC2474). 

Bis-(4-chloro-phenyl)-2-(2,4-dimethoxy-phenyl)-4,5-dihydro-lH-imidazole... 

As an example, the temperature dependent NMR spectra of 5-benzyl-l -[(4-nitrophenyl)-amino]-4-phenyl-l, 3-dihydro-2H-imidazole-2-thione 26 (R = Ph, Z = NO2) are reproduced in Figure 3. With increasing temperature the signals of the AB quartet of the diastereotopic methylene... 

Figure 3 Temperature dependent H NMR spectra of 5-benzyl-l-[(4-nitrophenyl) amino]-4-phenyl-l,3-dihydro-2H-imidazole-2-thione 26.

Imidazol 2-[N-(2,6-Dichlor-phenyl)-hydroxyamino)-4,5-dihydro-E16a, 179 (Amin-Ox.)... 

Imidazol 2,4-Di-2-thienyl-2-methyl-5-thiono-2,5-dihydro- E14a/3, 573(Het —CO CH3 + NH3/S8) 2H-1,3-Thiazin 5-Cyan-6-methyl-lhio-2-phenyl-4-thiono-3,4-dihydro- E14a/3, 511 [HS —C(SR) = C(CN) - CS -NH2 + Ar-CHO]... 

Methyl-3-phenyl-2-propy 1-4,5-dihydro- -iodid E15/2, 2054 (4,5-H2 —imidazol + R —I)... 

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