36155-82-5

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-5-methyl-2-thiophenecarboxaldehyde serves as a key building block in the synthesis of various pharmaceuticals. Its unique structure and reactivity contribute to the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Bromo-5-methyl-2-thiophenecarboxaldehyde is utilized as an intermediate in the production of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds.
Used in Organic Synthesis:
3-Bromo-5-methyl-2-thiophenecarboxaldehyde is a versatile intermediate for organic synthesis, particularly in the preparation of heterocyclic compounds. Its strong reactivity allows for the formation of diverse chemical structures, expanding the scope of synthetic organic chemistry.
Used in Fine Chemicals Production:
3-Bromo-5-methyl-2-thiophenecarboxaldehyde is also employed in the production of fine chemicals, which are high-purity specialty chemicals used in various applications, including fragrances, dyes, and other specialty products. Its unique properties enable the creation of novel and high-quality fine chemicals.

InChI:InChI=1/C6H5BrOS/c1-4-2-5(7)6(3-8)9-4/h2-3H,1H3

Upstream product

• 765-58-2 2-bromo-5-methyl thiophene 
• 68-12-2 N,N-dimethyl-formamide 
• 13679-70-4 5-methylthiophene-2-carboxaldehyde 
• 29421-92-9 4-bromo-2-methylthiophene 
• 554-14-3 2-Methylthiophene 
• 29421-73-6 3,5-dibromo-2-methylthiophene 

Downstream Products

• 878996-04-4 3-amino-5-methyl-2-thiophenecarbaldehyde 

Relevant academic research and scientific papers

Fused H-shaped tetrathiafulvalene-oligothiophenes as charge transport materials for OFETs and OPVs

A series of hybrid tetrathiafulvalene-oligothiophene compounds has been synthesised, where the tetrathiafulvalene unit is fused at each side to an end-capped oligothiophene chain of varying length (terthiophene, quinquithiophene and septithiophene). Each hybrid structure (1-3) has been studied by cyclic voltammetry and triple EPR-UV-Vis-NIR spectroelectrochemistry in the case of the quinquithiophene compound (2). Comparison is made with the corresponding half-units, which lack the fulvalene core and contain just one oligothiophene chain. The highest hole mobility of quinquithiophene-TTF 2 was obtained from field effect transistors (8.61 × 10-3 cm 2 V-1 s-1); its surface morphology was characterised by tapping mode atomic force microscopy and a power conversion of 2.5% was achieved from a bulk heterojunction organic solar cell device using PC71BM as the acceptor. This journal is the Partner Organisations 2014.

Palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes via a monodentate transient directing group strategy

A facile and efficient monodentate transient directing group strategy was developed to enable the palladium-catalyzed ortho-C(sp2)[sbnd]H bromination of benzaldehydes. A broad scope of benzaldehydes were transformed into the desired products by employing 2-amino-5-chlorobenzotrifluoride as a monodentate transient directing group, demonstrating good functional group tolerance. Mild reaction conditions and no requirement for a silver salt are also features of this strategy.

Diverse ortho-C(sp2)-H functionalization of benzaldehydes using transient directing groups

Pd-catalyzed C-H functionalizations promoted by transient directing groups remain largely limited to C-H arylation only. Herein, we report a diverse set of ortho-C(sp2)-H functionalizations of benzaldehyde substrates using the transient directing group strategy. Without installing any auxiliary directing group, Pd(II)-catalyzed C-H arylation, chlorination, bromination, and Ir(III)-catalyzed amidation, could be achieved on benzaldehyde substrates. The transient directing groups formed in situ via imine linkage can override other coordinating functional groups capable of directing C-H activation or catalyst poisoning, significantly expanding the scope for metal-catalyzed C-H functionalization of benzaldehydes. The utility of this approach is demonstrated through multiple applications, including late-stage diversification of a drug analogue.

COMPOUNDS FOR THE TREATMENT OF MEDICAL DISORDERS

Compounds, methods of use, and processes for making inhibitors of complement Factor D comprising Formula (I), or a pharmaceutically acceptable salt or composition thereof The inhibitors described herein target Factor D and inhibit or regulate the complement cascade. The inhibitors of Factor D described herein reduce the excessive activation of complement.

Enantioselective photochromism of diarylethenes in human serum albumin

Making light work of chromism: Enantioselective photochromic ring-closing reactions of three bisthienylethene compounds possessing either no or two hydroxy groups were carried out in the hydrophobic pockets of human serum albumin (HSA) in aqueous media. When 10 equivalents of HSA were used, 1,2-bis(5-hydroxymethyl-2-methyl-3-thienyl)hexafluorocyclopentene predominantly produced the S,S closed form (see scheme; O=open, C=closed), in 63 % ee at RT and 71 % ee at -4°C upon irradiation with 313 nm light. Copyright

Synthesis of a ferrocene-functionalized unsymmetrical benzo[b]thienyl- thienylethene photoswitch with a cyclopentene core

A new and potentially general synthetic route toward unsymmetrical benzo[b]thienyl-thienylethene compounds is described, with specific focus on conjugation of a ferrocene to the benzo[b]thiophene subunit. The route proceeds in an overall yield of 17%. Copyright

HIV Integrase Inhibitors

The invention encompasses a series bicyclic pyrimidinone compounds of Formula I which inhibit HIV integrase and prevent viral integration into human DNA. This action makes the compounds useful for treating HIV infection and AIDS. The invention also encompasses pharmaceutical compositions and methods for treating those infected with HIV.

Synthesis of Trisubstituted Thiophenes via a Halogen Dance Reaction at 2-Bromo-5-methylthiophene

A new example of a selective halogen dance reaction was observed upon lithiation of 2-bromo-5-methylthiophene with LDA under appropriate reaction conditions. A series of 2-substituted 3-bromo-5-methylthiophenes was prepared by reacting the thus selectively generated intermediate 3-bromo-2-lithio-5-methylthiophene with various electrophiles to study scope and limitations of the reaction.