412309-12-7

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 622-59-3 1-isothiocyanato-4-methylbenzene 

Downstream Products

• 83318-15-4 N-(4-methylphenyl)-1H-benzo[d]imidazol-2-amine 
• 84246-14-0 2-oxo-2,3-dihydrobenzimidazole-1-carbothioic acid p-tolylamide 

Relevant academic research and scientific papers

Desulfurization mediated by hypervalent iodine(III): A novel strategy for the construction of heterocycles

The desulfurization ability of diacetoxyiodobenzene (DIB) has been explored in the preparation of isothiocyanates from the corresponding dithiocarbamate salts. The in situ generated isothiocyanates reacted with o-phenylenediamine and o-aminophenol to form monothioureas, which, on treatment with a further equivalent of DIB in one pot, gave benzimidazoles and aminobenzoxazoles, respectively. Aliphatic 1,2-diamines on reaction with 2 equiv. of isothiocyanate followed by treatment with DIB gave imidazolidenecarbothioamides, whereas the treatment of aromatic 1,2-diaminebis(thioureas) yielded benzimidazoles with the concurrent formation of isothiocyanate. The driving force for the formation of the latter is the aromatization of the product. The use of DIB makes these methods simpler and more efficient, giving high yields of the desired products in one pot. Wiley-VCH Verlag GmbH & Co. KGaA, 2008.

Potassium Periodate Mediated Oxidative Cyclodesulfurization toward Benzofused Nitrogen Heterocycles

A convenient oxidative cyclodesulfurization method toward the synthesis of benzofused nitrogen heterocycles using inexpensive and readily available potassium periodate as an oxidant was developed. Upon treating isothiocyanates with ortho -substituted anilines bearing N, N -, N, O -, and N, S -bis-nucleophiles, followed by an intramolecular cyclization of the in situ generated monothioureas, substituted 2-aminobenzazole series were rapidly accessible in good to excellent yields. The protocol can accommodate various substituents on both substrates while allowing more efficient, greener, and operational simpler process relative to other oxidative coupling reactions. Tetracyclic quinazolinone derivatives were also afforded in high yields in a single preparative step and chromatography-free.

Ultrasound-assisted synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzoxazoles, and related heterocycles

A sonochemical method for the synthesis of 2-aminobenzimidazoles and 2-aminobenzoxazoles, as well as chiral aminooxazolines and a chiral substituted quinazolin-5-one is reported. Using the Ph3P–I2system in the presence of triethylami

Synthesis of novel benzo-1,2,5-thiadiazines, their antimicrobial activity and isomerization into benzo-1,2,4-triazines

Benzo[c]-6-aryl/alkylimino-1,2,5-thiadiazines (4a-g) have been obtained by the basification of benzo[c]-6-aryl/alkylimino-1,2,5-thiadiazine dihydroiodides (3a-g). The latter were synthesized by the oxidative cyclisation of substituted 1-aryl/alkyl-3-(2′-a