14925-39-4

Usage

Uses

Used in Pharmaceutical Industry:
2-BROMO-PROPENAL is used as a reagent in the synthesis of pharmaceutical intermediates for the development of new drugs. Its high reactivity allows for the creation of complex molecules that can be used in the formulation of various medications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-BROMO-PROPENAL is used as a precursor in the production of agrochemical intermediates, which are essential for the development of pesticides and other agricultural chemicals that protect crops and enhance yield.
Used in Organic Synthesis:
2-BROMO-PROPENAL is used as a key component in organic synthesis for the creation of a wide range of organic intermediates. These intermediates are vital building blocks in the production of various chemical compounds used in different industries, including the manufacture of plastics, dyes, and other specialty chemicals.

InChI:InChI=1/C3H3BrO/c1-3(4)2-5/h2H,1H2

Upstream product

• 5221-17-0 2,3-dibromopropanal 
• 107-02-8 acrolein 
• 7732-18-5 water 
• 127-09-3 sodium acetate 
• 7726-95-6 bromine 
• 83769-10-2 (2-Bromo-3-oxo-propyl)-dimethyl-sulfonium; bromide 

Downstream Products

• 288-13-1 NH-pyrazole 
• 17592-40-4 2-bromo-3,3-diethoxypropene 
• 160803-47-4 2-(2-Bromo-1-hydroxy-allyl)-4-eth-(E)-ylidene-cyclohexanone 
• 344304-96-7 1-Bromo-3-methyl-spiro[3.5]nonane-1-carbaldehyde 
• 85406-34-4 2-Bromo-4-cyclohex-1-enyl-pent-1-en-3-ol 
• 80376-55-2 (1S,2S,8aS)-2-Bromo-4-methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-ol 
• 80376-56-3 (1S,2R,4S,8aS)-2-Bromo-4-methyl-1,2,3,4,6,7,8,8a-octahydro-naphthalen-1-ol 
• 136838-50-1 (1R,2S,4S,7R)-7-Benzyloxymethyl-2-bromo-bicyclo[2.2.1]hept-5-ene-2-carbaldehyde 
• 146780-47-4 1-Bromo-3-methyl-4-phenylsulfanyl-cyclohex-3-enecarbaldehyde 
• 147986-42-3 (S)-4-Bromo-3-hydroxy-4-pentenoic acid (S)-1,2,2-triphenyl-2-hydroxyethyl ester 
• 141292-90-2 4-Benzyloxymethyl-1-bromo-2-[(E)-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-5-methyl-cyclohex-3-enecarbaldehyde 
• 111189-87-8 3-(2-deoxy-β-D-erythro-pentofuranosyl)-5,6,7,8-tetrahydro-7-bromo-8-hydroxypyrimido<1,2-a>purin-10(3H)-one 
• 111265-75-9 (6R,7S)-7-Bromo-6-hydroxy-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5,6,7,8-tetrahydro-3H-1,3,4,5,8a-pentaaza-cyclopenta[b]naphthalen-9-one 
• 111265-76-0 (6S,7S)-7-Bromo-6-hydroxy-3-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5,6,7,8-tetrahydro-3H-1,3,4,5,8a-pentaaza-cyclopenta[b]naphthalen-9-one 

Relevant academic research and scientific papers

Halogen-Bonding-Induced Conjugate Addition of Thiophenes to Enones and Enals

Herein, we report the conjugate addition of α,β-unsaturated carbonyl compounds to thiophene derivatives. We used a 2-iodoimidazolinium triflate salt as a halogen-bonding donor, which afforded moderate-to-excellent yields of the corresponding alkylated thi

Catalytic Enantioselective [2+2] Cycloaddition of α-Halo Acroleins: Construction of Cyclobutanes Containing Two Tetrasubstituted Stereocenters

A catalytic enantioselective formal [2+2] cycloaddition between α-halo acroleins and electronically diverse arylalkenes is described. In the presence of (S)-oxazaborolidinium cation as the catalyst, densely functionalized cyclobutanes containing two vicin

A 5 - bromo -2 - methyl nicotinic acid ethyl ester

The invention discloses a 5 - bromo - 2 - methyl nicotinic acid ethyl ester synthetic method, comprises the following steps: the acetyl ethyl acetate and alkali A adding solvent in the B enolizable; adding intermediate III and DABCO reaction; adding ammonium to cyclization; adding water quenching, organic solvent extraction C; removing the organic solvent to be crystalline crude product shall C; to be crystalline crude product recrystallized from 5 - bromo - 2 - methyl nicotinic acid ethyl ester; the invention to Meck development of 5 - chloro - 2 - methyl nicotinic acid ethyl ester is based on, through changing the reaction solvent and reduce the reaction temperature, significantly improves the stability of the intermediate III, so that the reaction can be smoothly to obtain the product, after treatment through recrystallization purification, thus avoiding the time-consuming column chromatography process, the average yield of 70%, the purity of 99.0% or more, is suitable for the large-scale industrial production.

Reactions of α-haloacroleins with azides: Highly regioselective synthesis of formyl triazoles

A general metal-free route to 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles was developed. α-Haloacroleins reacted with organic azides in a DMSO/H2O mixture solvent at room temperature to produce 1,4-disubstituted triazoles (up to 99%) with exclusive regioselectivities. This protocol is convenient and scalable with a broad substrate scope including aliphatic and aromatic azides. The resulting triazoles exhibited an aldehyde group at the C4 position and demonstrated synthetic utilizations. One 1,2,3-triazole compound containing diastereotopic protons was also identified.

HETEROCYCLIC COMPOUND

The present invention provide a heterocyclic compound having a HDAC inhibitory action, and useful for the treatment of autoimmune diseases and/or inflammatory diseases, graft versus host disease, cancers, central nervous diseases including neurodegenerative diseases, Charcot-Marie-Tooth disease and the like, and a pharmaceutical composition comprising the compound. The present invention relates to a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof.

Enantioselective Diels-Alder reaction of α-(acylthio)acroleins: A new entry to sulfur-containing chiral quaternary carbons

A catalytic and enantioselective Diels-Alder reaction of α-(carbamoylthio)acroleins induced by an organoammonium salt of chiral triamine is described. α-(Carbamoylthio)acroleins are designed and synthesized as new sulfur-containing dienophiles for the fir

Enantioselective diels-alder reactions with anomalous endo/exo selectivities using conformationally flexible chiral supramolecular catalysts

Swapped selectivities: The use of tailor-made catalysts results in anomalous endo/exo selectivities and high enantioselectivities in the Diels-Alder reactions of cyclopentadiene with different acroleins (see scheme). These supramolecular catalysts are prepared in situ from chiral diols, arylboronic acid, and tris(pentafluorophenyl)borane, and can discriminate the re/si face of the dienophile as well as the endo/exo approach of the diene.

Enantioselective synthesis of the core of banyaside, suomilide, and spumigin HKVV

Concise: The first synthesis of the unique azabicyclononane core found in the aeruginosin class of serine protease inhibitors is described. The route is characterized by its efficiency (eight steps) and sets the stage for subsequent introduction of the gl

Preparation of α-haloacrylate derivatives via dimethyl sulfoxide-mediated selective dehydrohalogenation

(Chemical Equation Presented) Dimethyl sulfoxide causes α/β-dihalopropanoate derivatives to undergo efficient, selective dehydrohalogenation to form α-haloacrylate analogues. A variety of α-halo Michael acceptors were prepared in dimethyl sulfoxide under mild, base-free conditions, including the preparation of α-bromoacrolein and α-chloro- and bromoacrylonitriles. Synthesis of these molecules has been reported in the literature to be difficult. Among all the existing dehydrohalogenation procedures, this protocol is the most facile, practical, and environmentally benign process.

Synthesis of iso-epoxy-amphidinolide N and des-epoxy-caribenolide i structures. Initial forays

Two strategies for the projected total synthesis of the phenomenally potent antitumour macrolides amphidinolide N (1) and caribenolide I (2) are described. The title compounds are introduced as challenging and unique targets for chemical synthesis, and their retrosynthetic analysis is presented. The synthesis of the four defined key building blocks (10, 39, 67 and 72), required for the construction of amphidinolide N (1), in their enantiomerically pure forms, is described, followed by the coupling of 10, 39 and 72 through hydrazone alkylation processes to generate the complete C6-C29 carbon framework of the target compound (1). Fusion of the remaining C1-C5 sector (72) onto the molecule by metathesis-based methods was unsuccessful, resulting in the adoption of a second-generation strategy which called for the employment of one of the array of palladium-catalysed cross-coupling reactions to generate the C5-C6 carbon-carbon bond. Vinyl bromide 125, representing the C6-C29 skeleton of caribenolide I (2), was prepared through the sequential alkylation of hydrazone 10 with bromide 116 and iodide 55, but failed to engage in the appropriate cross-coupling reaction with a variety of C1-C4 partners. Despite these setbacks, the information gleaned from these endeavours was to prove invaluable in laying the foundation for the eventual successful approach to the macrocyclic structures of amphidinolide N (1) and caribenolide I (2). The Royal Society of Chemistry 2006.