102976-62-5

Usage

Uses

Used in Pharmaceutical Industry:
1H-Benzimidazol-2-ol(9CI) is used as a key intermediate in the synthesis of various pharmaceuticals for its anti-inflammatory, anti-tumor, and anti-viral properties. It contributes to the development of drugs that target a range of diseases, making it an essential component in medicinal formulations.
Used in Agrochemical Industry:
In the agrochemical sector, 1H-Benzimidazol-2-ol(9CI) is utilized as a building block in the creation of agrochemicals. Its biological activities, such as anti-tumor and anti-viral properties, are harnessed to develop compounds that protect crops from pests and diseases, thereby enhancing agricultural productivity.
Used in Medicinal Chemistry Research:
1H-Benzimidazol-2-ol(9CI) is employed as a valuable chemical in the field of medicinal chemistry research. Its potential applications in the treatment of various diseases are being investigated, leading to the discovery of novel therapeutic agents and contributing to advancements in healthcare.

Upstream product

• 29198-44-5 1,3-diethyl 2-(1,3-benzothiazol-2-yl)propanedioate 
• 95-54-5 1,2-diamino-benzene 
• 74124-79-1 di(succinimido) carbonate 
• 540-67-0 ethyl methyl ether 
• 134469-07-1 Benzimidazol-2-thiol 
• 5435-31-4 1H-benzo[d]imidazole-2-sulfonamide 
• 100-52-7 benzaldehyde 
• 57-13-6 urea 
• 76145-89-6 N-(2-Amino-phenyl)-2,3,3,3-tetrafluoro-2-(1,1,2,3,3,3-hexafluoro-2-heptafluoropropyloxy-propoxy)-propionamide 
• 34840-26-1 1,3-dicarbethoxy-S-methylisothiourea 
• 10565-13-6 diethyl 2-(4-Nitrophenyl)malonate 
• 39541-69-0 diethyl (2-pyridyl)propanedioate 

Downstream Products

• 405211-51-0 1-(2-methoxyethyl)-1H-benzo[d]imidazol-2(3H)-one 

Relevant academic research and scientific papers

Synthesis and characterization benzimidazole ring by using O-phenylinediamine with different compounds and using mannich reaction for preparation of some derivatives

The research includes synthesis and characterization Benzimidazole rings by using different compounds such as Urea, Thiourea and Carboxylic acid by reactant with O-phenylinediamine, then substitution hydrogen atom with present on nitrogen atom by reactant with primary and secondary amines according to Mannich reaction. Compounds was organized by using F.T.I.R and HNMR spectroscopy.

A practical one-step synthesis of 1,2-oxazoline derivatives from unprotected sugars and its application to chemoenzymatic β-N- acetylglucosaminidation of disialo-oligosaccharide

A facile and practical method for synthesis of sugar oxazolines (=dihydrooxazoles) from the corresponding N-acetyl-2-amino sugars has been developed by using 2-chloro-1,3-dimethyl-1H-benzimidazol-3-ium chloride (CDMBI) as a dehydrative condensing agent. The intramolecular dehydrative reaction between the 2-acetamido group and the anomeric OH group of unprotected N-acetyl-2-amino sugars took place smoothly in H2O, leading to the formation of a 1,2-oxazoline (=4,5-dihydrooxazole) moiety in good yield. Since the reaction proceeds in H2O without using any protecting groups, the resulting oxazolines can be utilized as effective glycosyl donors for the subsequent enzymatic glycosylation. We have successfully demonstrated a highly efficient chemoenzymatic transglycosylation of a disialo-oligosaccharide moiety to p-nitrophenyl N-acetylglucosaminide catalyzed by a mutant endo-N-acetylglucosaminidase without isolating disialo-oligosaccharide oxazoline as synthetic intermediate. Copyright

Chemical synthesis method for 2-hydroxybenzimidazole

The invention discloses a chemical synthesis method for 2-hydroxybenzimidazole. The method comprises the following steps: S1, preparing raw materials and instruments, wherein the raw materials comprise sodium hydrogen sulfite, purified water, aldehyde, o-phenylenediamine, ethanol and TLC (Thin-Layer Chromatography) (spectrum tomography), and the instruments comprise an X4 microscopic melting pointapparatus, a thermometer, a nuclear magnetic resonance spectrometer, an infrared spectrometer and an elemental analyzer; and S2, synthesizing hydroxy sulfonate, namely dissolving 0.1083 mol of sodiumhydrogen sulfite into 14 mL of purified water, stirring for 30 minutes, adding 0.1063 mol of benzaldehyde, stirring and reacting for 0.15 hour, performing suction filtration, washing with 10 mL of purified water, and collecting the white solid a1. The benzaldehyde is reacted with the o-phenylenediamine, the reaction can be completed within 2 hours, the yield is 80% or higher, and due to the reaction between the intermediate hydroxy sulfonate and the o-phenylenediamine, the reaction time is maintained, so that the adhesion of the solid product is spherically dispersed, and the yield is improved.

Hydroxylamine as an oxygen nucleophile: Substitution of sulfonamide by a hydroxyl group in benzothiazole-2-sulfonamides

Benzothiazole-2-sulfonamides react with an excess of hydroxylamine in aqueous solutions to form 2-hydroxybenzothiazole, sulfur dioxide, and the corresponding amine. Mechanistic studies that employ a combination of structure-reactivity relationships, oxygen labeling experiments, and (in)direct detection of intermediates and products reveal that the reaction proceeds via oxygen attack, and that oxygen incorporated in the 2-hydroxybenzothiazole product derives from hydroxylamine. The reaction, which is performed under mild conditions, can be used as a deprotection method for cleavage of benzothiazole-2-sulfonyl-protected amino acids.

Direct conversion of thiols to sulfonyl chlorides and sulfonamides

(Chemical Equation Presented) H2O2 in combination with SOCl2 proved to be a highly reactive reagent for the direct oxidative conversion of thiol derivatives to the corresponding sulfonyl chlorides with high purity through oxidative chlorination. Upon reaction with amines, the corresponding sulfonamides were obtained in excellent yields and in very short reaction times.

Reactivity of Aryl- and Heteroarylmalonates against ortho-Dinucleophiles. Triaryl(heteroaryl)methane Synthesis

Condensations of several aryl(heteroaryl)malonates 1 and ortho-dinucleophiles are studied as a possible synthetic approach to aryl(heteroaryl)bisheteroarylmethanes 2.

Studies in Potential Filaricides: Part XVI - Synthesis of 2,4-Disubstituted Aminophenols and Related Benzophenones as Amodiaquine Analogs

A series of 2,4-disubstituted aminophenols (6-16, 18, 19, 22, 25) and substituted benzophenones (17, 20, 21, 23, 24, 33-35) and benzimidazoles (26-31) have been prepared starting from 2-substituted 4-aminophenols (1-3) or 4-chloro-4'-hydroxy-3-nitrobenzophenone (5).The mechanism of formation of benzimidazol-2-one by the reaction of o-phenylenediamine with 1,3-dicarbethoxy-S-methylisothiourea in refluxing DMF is also discussed.A number of compounds have been tested for their antifilarial, antihookworm and cestodicidal activities against Litomosoides carnii, Ancylostoma ceylanicum and Hymenolepis nana respectively in rodents but none of them shows any significant activity.

Imido carbonate compound, production thereof and uses thereof as reagent for forming active ester of amino acids

A new carbonate compound which is N,N'-di-succinimidyl carbonate, N,N'-diphthalimidyl carbonate or N,N'-bis(5-norbornene-2,3-dicarboxyimidyl) carbonate is produced by reacting an N-hydroxy compound of the formula wherein R is succinimido, phthalimido or 5-norbornene-2,3-dicarboximido group, with a silylating agent, followed by reacting the resultant silylated product with phosgene, or alternatively by reacting said N-hydroxy compound with trichloromethyl chloroformate either in the molten state or in the presence of a non-polar organic solvent such as xylene. This new carbonate compound is useful not only as a reagent for forming active esters from amino acid but also as a reagent for introducing a carbonyl group between a pair of amino groups, a pair of amino and hydroxyl groups or a pair of amino and mercapto groups, for producing an isothiocyanate from a dithicarbamic acid by removal of hydrogen sulfide from the latter, and for producing acrylic acid derivatives from N-protected serine by dehydration of the latter.

SYNTHESIS OF SOME BENZIMIDAZOLES CONTAINING 2-PERFLUORO SUBSTITUENTS

A new method is described for the preparation of 2-perfluoroalkylether-benzimidazoles through the N-monoacyl derivatives of o-phenylenediamine. 2-Pentafluorophenylbenzimidazole has been obtained by the reaction of o-phenylenediamine and pentafluorobenzoic acid in the presence of polyphosphoric acid. 2-Perfluoroalkylbenzimidazoles have been prepared in excellent yields by direct condensation of o-phenylenediamine with perfluoroalkane-carboxylic acids in the absence of any solvent or added reagent.Some derivatives of these compounds are also described.