30319-03-0

Basic information

• Product Name: 2,3-dibromo-5-methylthiophene
• Synonyms: 2,3-dibromo-5-methylthiophene
• CAS NO: 30319-03-0
• Molecular Weight: 255.961
• Mol File: 30319-03-0.mol

Chemical Properties

• CAS DataBase Reference: 2,3-dibromo-5-methylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dibromo-5-methylthiophene(30319-03-0)
• EPA Substance Registry System: 2,3-dibromo-5-methylthiophene(30319-03-0)

Safety Data

• Hazardous Substances Data: 30319-03-0(Hazardous Substances Data)

Upstream product

• 29421-92-9 4-bromo-2-methylthiophene 
• 3140-93-0 2,3-dibromothiophen 
• 74-88-4 methyl iodide 

Relevant articles and documents

AROMATIC HETEROCYCLIC COMPOUND, INTERMEDIATE THEREOF, PREPARATION METHOD THEREFOR, AND PHARMACEUTICAL COMPOSITION AND USE THEREOF

Disclosed are an aromatic heterocyclic compound, an intermediate thereof, a preparation method therefor, and a pharmaceutical composition and use thereof. The aromatic heterocyclic compound of the present invention is a new ALK5 inhibitor, and is used for treating and/or preventing various ALK5-mediated diseases.

Halogen Dance Reactions at Thiophenes and Furans: Selective Access to a Variety of New Trisubstituted Derivatives

LDA-induced halogen migrations and their selective preventions on various bromo substituted thiophenes and furans gave upon reaction with electrophiles access to a large variety of new tri-substituted derivatives.Extension of HD-methodology to 5,5'-dibromo-2,2'-bithiophene enabled for the first time control of selective mono- and double halogen migration.

Syntheses and chemical and physical properties of thiophenetriptycenes

Synthesis of 8-hydroxy-4-methylthiophenetriptycene 1 was performed by treatment of the trilithium salt, prepared from 1,1,1-tris(2-bromo-4-methyl-3-thienyl)ethane 13, with diethyl carbonate. In a similar manner, the 8-hydroxy-4-ethylthiophenetriptycene 27 was prepared. The isomeric 4-hydroxy-8-methyl derivative 11 was also obtained by reaction of the trilithium salt, derived from 1,1,1-tris(3-bromo-5-methyl-2-thienyl)ethane 40, with dimethyl carbonate. Attempts to prepare 8-hydroxy-4-tert-butyl- 31 and 8-hydroxy-4-unsubstituted thiophenetriptycenes resulted in the formation of ketone 29 and hydroperoxide 32, respectively. The 8-hydroxy-4-methylthiophenetriptycene 1 decomposed to the corresponding ketone 26 on heating. Attempts to generate the carbocation at the bridgehead of compound 1 by dissolution in conc. H2SO4 or by acetolysis of methanesulfonate 44 were unsuccessful. 8-Acetoxy (45) and 8-methoxy (46) derivatives of compound 1 were prepared by treatment of compound 1 with acetic anhydride in triethylamine in the presence of DMAP and by methylation of the lithium salt of compound 1 with trimethyloxonium tetrafluoroborate, respectively. Comparison of IR spectra of regioisomers 1 and 11 indicated that hydrogen bonding of the bridgehead hydroxy group in compound 1 is somewhat hampered by the steric hindrance of the sulfur atoms of the three thiophene rings.