Benzimidazole 1- benzyl-2-amino

So erhalt manz. B, aus 2-Benzylamino-benzoesaure-acyloximid-amiden beim Kochen in Wasser 2-Amino-benzimidazole, wahrend in ethanolischerNatronlauge oder in Pyridin 3-(2-Benzyl-amino-phenyl)-l,2,4-oxadiazole entstehen213. 

Benzimidazole, 2-amino-, 56, 142 Benzimidazole, 2-(4-amino-l-benzyl-5,5-dimethyl-2,5-dihydro-2-oxopyrrol-3-yl)-, 57, 151... 

Amino-5-(2-hydroxy-benzoyl)-E9b/2, 170f. [2-(CO-NH2) 4H-chromon + Guanidin] 2-Benzyl-5-nitro- E9b/1, 33 [0HC-CH(N02)-CH0 + Ar—acetamidine] Pyrimido l,6-a]benzimidazol ... 

In the uncondensed imidazoles the standard method reacts an a-aminocarbonyl compound with a thiocyanate (see Section 4.1 and Table 4.1.1). If a 2-alkylthioimidazole is required directly, one can combine an N-alkyT or A -arylcarbonimidodithioate in refluxing acetic acid with the aminocarbonyl substrate (see Section 4.1 and Scheme 4.1.3). Alternatively, reaction between thiourea and a two-carbon synthon (ot-hydroxy-, a-halogeno-, a-dicarbonyl) leads to imidazoline-2-thiones (see Section 4.3). In sulfuric acid, 3-butynylthiourea cyclizes to 4,5-dimethylimidazolin-2-thione (see Section 2.2.1). 1-Substituted 2-methylthioimidazoles can be made, albeit in rather poor yields, from appropriately substituted 2-azabutadienes (see Section 3.2 and Scheme 3.2.3), and 2-arylthioimidazoles are available in moderate yields from benzyl isocyanides and arylsulfenyl chlorides (see Section 4.2 and Scheme 4.2.12). Ring transformations of 5-amino-2-alkylaminothiazoles and 2-acylamino-5-aminothiazoles may have occasional applications (see Section 6.1.2.7). The ease with which a thiol group or imidazole or benzimidazole can be alkylated, in comparison with the annular nitrogens, usually makes it more convenient to prepare alkylthioimidazoles from the thiols (or thiones). 

A study of the steric course of the base hydrolysis of some optically active complex ions of the type cw -[Co(en)2(amine)Cl] + shows that a unique deprotonation site cannot be specified. Results were compared for complex ions containing 12 different amines RNHa (R = Me, PhCH2, or cyclohexyl), py, 4-Me-, 4-benzyl-, 3,4-di-Me-, and 3,5-di-Me-pyridine, isoquinoline, imidazole, iV-methylimidazole, and benzimidazole were studied. The results are best described by considering deprotonation at all possible sites rather than, say, the amino-groups in a trans position to a leaving group. The sites of deprotonation and transition states involved are indicated in Scheme 4. 

GggHuNgOs 5 (Oder 6)-Aoetammo-2-[3.acet< amino-phenyl]-l-[3-acet amino-benzyl]-benzimidazol 26, 399. ... 

Benzimidazole Derivatives - The activity of hydroxy benzyl benzimidazole (HBB) against picornaviruses has been a stimulus to continued study of its derivatives. 2-(alpha-Amino benzyl)benzimldazole (ABB) and 1-phenyl ABB were significantly effective in reducing cytopathic effect of ECHO-12 virus at nontoxic concentrations. Alkylation or acetylation of the amino function resulted in loss of antiviral activity. The presence of a 5- or 1-methyl group in the N-methylamino series Increased the activity against ECHO-12. The addition of a phenyl substituent in the 1-position of the alpha nethoxy and alpha-amino derivatives of HBB also Increased the activity against the ECHO viruses. 

Benzyl-5-methoxy-1,3-dihydro-2//-benzimidazole-2-thione, B-00188 > -[[(2-Methylphenyl)amino]thioxomethylj benzamide, M-00223... 

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