31136-78-4

Basic information

• Product Name: 5-bromo-N-methylfuran-2-carboxamide
• Synonyms: CHEMBRDG-BB 7344619;5-BROMO-N-METHYL-2-FURAMIDE;5-bromo-N-methylfuran-2-carboxamide;2-Furancarboxamide, 5-bromo-N-methyl-;5-bromo-N-methyl-2-furamide(SALTDATA: FREE)
• CAS NO: 31136-78-4
• Molecular Formula: C₆H₆BrNO₂
• Molecular Weight: 204.0213
• Mol File: 31136-78-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 286.3°C at 760 mmHg
• Flash Point: 126.9°C
• Density: 1.584g/cm³
• Vapor Pressure: 0.00267mmHg at 25°C
• Refractive Index: 1.531
• CAS DataBase Reference: 5-bromo-N-methylfuran-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-bromo-N-methylfuran-2-carboxamide(31136-78-4)
• EPA Substance Registry System: 5-bromo-N-methylfuran-2-carboxamide(31136-78-4)

Safety Data

• Hazardous Substances Data: 31136-78-4(Hazardous Substances Data)

Upstream product

• 26726-16-9 5-bromofuran-2-carbonyl chloride 
• 74-89-5 methylamine 
• 585-70-6 5-bromo-furan-2-carboxylic acid 
• 593-51-1 methylamine hydrochloride 

Downstream Products

• 1235479-06-7 2-bromo-4-ethyl-6-methyl-5-phenylfuro[2,3-c]pyridin-7(6H)-one 

Relevant articles and documents

Rhodium-catalyzed oxidative cycloaddition of benzamides and alkynes via C-H/N-H activation

The oxidative cycloaddition of benzamides and alkynes has been developed. The reaction utilizes Rh(III) catalysts in the presence of Cu(II) oxidants, and is proposed to proceed by N-H metalation of the amide followed by ortho C-H activation. The resultant rhodacycle undergoes alkyne insertion to form isoquinolones in good yield. The reaction is tolerant of extensive substitution on the amide, alkyne, and arene, including halides, silyl ethers, and unprotected aldehydes as substituents. Unsymmetrical alkynes proceed with excellent regioselectivity, and heteroaryl carboxamides are tolerated leading to intriguing scaffolds for medicinal chemistry. A series of competition experiments shed further light on the mechanism of the transformation and reasons for selectivity.

Chemistry of Furans: Part VI - Synthesis of 5-Amino-2-furanamides

5-Amino-2-furanamides (II) have been synthesised by the nucleophilic displacement of bromine in 5-bromo-2-furanamides by piperidine, pyrrolidine and morpholine.