777097-91-3Relevant articles and documents
Ultrasound-assisted synthesis of substituted 2-aminobenzimidazoles, 2-aminobenzoxazoles, and related heterocycles
Phakhodee, Wong,Duangkamol, Chuthamat,Wiriya, Nittaya,Pattarawarapan, Mookda
supporting information, p. 5290 - 5293 (2016/11/11)
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
One-pot synthesis of five and six membered N, O, S-heterocycles using a ditribromide reagent
Yella, Ramesh,Patel, Bhisma K.
experimental part, p. 754 - 763 (2010/11/03)
In a one-pot procedure, bromine less brominating reagent 1,1′-(ethane-1,2-diyl)dipyridinium bistribromide (EDPBT) has been utilized as an efficient desulfurizing agent for the construction of a library of heterocycles containing N, O, and S starting from aryl/alkyl isothiocyanates. In this approach, aryl/alkyl isothiocyanate reacts with o-phenylenediamine (o-PD), o-aminophenol, and o-aminothiophenol to form their monothiourea which on desulfurization with EDPBT led to the formation of corresponding 2-aminobenzimidazoles, 2-aminobenzoxazoles, and 2-aminobenzothiazoles, respectively. An interesting regioselectivity was observed for unsymmetrical thiourea having a naphthyl moiety on the one side and an ortho amino or an ortho hydroxy phenyl group on the other side giving a completely different product which is mainly dependent on the nature of the nucleophiles (-OH or -NH 2). Further, the bis-thioureas resulted from the aliphatic 1,2-diamine with 2 equiv of aryl isothiocyanates on treatment with EDPBT gave imidazolidenecarbothioamides, whereas bis-thioureas resulted from aromatic 1,2-diamine yielded benzimidazoles with concurrent expulsion of an isothiocyanate unit. This method is simple and applied to various substrates which are amenable to bromination that reveals the desulfurizing ability of EDPBT predominating over its brominating ability. Finally, the spent reagent EDPDB can be recovered, regenerated, and reused without any loss of activity.
Synthesis of novel benzo-1,2,5-thiadiazines, their antimicrobial activity and isomerization into benzo-1,2,4-triazines
Deohate, Pradip P.,Deohate, Jyoti P.,Berad
, p. 775 - 777 (2007/10/03)
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