117077-82-4

Basic information

• Product Name: 2-Benzoxazolecarboxylic acid, 4-broMo-, ethyl ester
• Synonyms: 2-Benzoxazolecarboxylic acid, 4-broMo-, ethyl ester;ethyl 4-bromobenzo[d]oxazole-2-carboxylate
• CAS NO: 117077-82-4
• Molecular Formula: C₁₀H₈BrNO₃
• Molecular Weight: 270.07942
• Mol File: 117077-82-4.mol

Chemical Properties

• Melting Point: 86 °C
• Boiling Point: 340.6±34.0 °C(Predicted)
• Appearance: /
• Density: 1.587±0.06 g/cm3(Predicted)
• PKA: -2.69±0.30(Predicted)
• CAS DataBase Reference: 2-Benzoxazolecarboxylic acid, 4-broMo-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzoxazolecarboxylic acid, 4-broMo-, ethyl ester(117077-82-4)
• EPA Substance Registry System: 2-Benzoxazolecarboxylic acid, 4-broMo-, ethyl ester(117077-82-4)

Safety Data

• Hazardous Substances Data: 117077-82-4(Hazardous Substances Data)

Upstream product

• 603-32-7 triphenyl-arsane 
• 117077-87-9 ethyl 5-bromo-2-(4-nitrobenzoyl)-1,2,4-benzoxadiazine-3-carboxylate 
• 69066-32-6 ethyl 2-((2-bromophenyl)amino)-2-oxoacetate 
• 116435-77-9 2-amino-3-bromophenol 
• 4755-77-5 Ethyl oxalyl chloride 
• 117077-88-0 ethyl(2-bromophenylamino)hydroxyiminoacetate 
• 117077-76-6 ethyl 5-bromo-4H-1,2,4-benzoxadiazine-3-carboxylate 

Relevant articles and documents

METALLO-BETA-LACTAMASE INHIBITORS

The present invention relates to compounds of formula I that are metallo-β-lactamase inhibitors, the synthesis of such compounds, and the use of such compounds for use with β-lactam antibiotics for overcoming resistance.

Ring Contraction of 1,2,4-Benzoxadiazines to Benzoxazoles

1,2,4-Benzoxadiazines (1) undergo a ring contraction to benzoxazoles (2) on heating.Other products of the reaction have been identified as nitrogen and ammonia.A mechanism is suggested for this reaction which involves (i) electrocyclic ring opening to an o-benzoquinone imine, (ii) recyclisation to a diaziridine, and (iii) extrusion of a nitrene fragment.Evidence is presented which is consistent with this proposal: thus, the benzoxazole (7) is produced on heating 3,5-di-t-butyl-o-benzoquinone with benzamidine and 4-nitrobenzoylnitrene is intercepted as the ylide (11) from the thermolysis of the substituted benzoxadiazine (10).