52066-00-9

Basic information

• Product Name: 2-amino-4-oxo-3,4-dihydrobenzimidazo<1,2-a>-s-triazine
• CAS NO: 52066-00-9
• Molecular Weight: 201.187
• Mol File: 52066-00-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-amino-4-oxo-3,4-dihydrobenzimidazo<1,2-a>-s-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-4-oxo-3,4-dihydrobenzimidazo<1,2-a>-s-triazine(52066-00-9)
• EPA Substance Registry System: 2-amino-4-oxo-3,4-dihydrobenzimidazo<1,2-a>-s-triazine(52066-00-9)

Safety Data

• Hazardous Substances Data: 52066-00-9(Hazardous Substances Data)

Usage

Structure

Complex 3-dimensional structure with a benzimidazole ring fused with a triazine ring

Functional Groups

Amino Group: Provides basic properties
Carbonyl Group: Provides acidic properties

Family

Belongs to the s-triazine family

Applications

Medicinal Chemistry: Used as a building block for synthesizing various biologically active compounds
Anticancer Agents: Used in the development of anticancer agents
Antiviral Agents: Used in the development of antiviral agents

Utility

Valuable tool for the design and discovery of new pharmaceuticals due to its unique structure and reactivity.

Upstream product

• 95-54-5 1,2-diamino-benzene 
• 5418-95-1 2-guanidinobenzimidazole 
• 103-71-9 phenyl isocyanate 
• 105-58-8 Diethyl carbonate 
• 1972-28-7 diethylazodicarboxylate 
• 102-09-0 bis(phenyl) carbonate 

Relevant articles and documents

Microwave-assisted synthesis of s-triazino[2,1-b][1,3]benzoxazoles, s-triazino[2,1-b][1,3]benzothiazoles, and s-triazino[1,2-a]benzimidazoles

2-Amino-4-oxo-derivatives of s-triazino[2,1e][1,3]benzoxazoles, s-triazino[2,1,b][1,3]benzothiazoles, and s-triazino[1,2-a]benzimidazoles were synthesized by carbonylation of 2-benz-oxazolylguanidines, 2- benzothiazolylguanidines, and 2-benzimidazolylguanidines with phenyl isocyanate under microwave irradiation (180°C, 15 minutes). Using phenyl isothiocyanate instead of phenyl isocyanate under the same conditions led to the successful ring closure via thiocarbonylation of 2-benzoxazolylguanidines. However, the formation of 2-imino-4-phenylimino-s-triazino[2,1-b][1,3]benzothiazoles from 2-benzothiazolylguanidines was observed instead under microwave irradiation conditions. Georg Thieme Verlag Stuttgart.

Reaction of Biguanides and Related Compounds. XV. Cyclizations of Arylbiguanides and 2-Guanidinobenzimidazole with Bifunctional Unsaturated Dicarboxylates to s-Triazines and Imidazolines

Arylbiguanide (1) and 2-guanidinobenzimidazole (2) were reacted with diethyl azodicarboxylate (3) to give dihydro-s-triazine (6) and dihydrobenzimidazol-s-triazine (9), respectively.The reaction of 1 and 2 with dimethyl acetylenedicarboxylate (4) in alcohol provided the corresponding imidazolinylideneacetylguanidines (10 and 12), which were converted to alkyl imidazolidinylideneacetates (11 and 13) by alcoholysis.The compounds 10 and 12 underwent acid-catalyzed ring conversion to pyrimidine compounds (15 and 16).Keywords - arylbiguanide; guanidinobenzimidazole; diethyl azodicarboxylate; dimethyl acetylenedicarboxylate; s-triazine; imidazoline; cyclization; ring conversion