15022-15-8

Usage

Uses

Used in Pharmaceutical Industry:
2-Thiopheneacetaldehyde is used as a synthetic intermediate for the production of various pharmaceuticals. Its reactivity towards nucleophiles and its ability to undergo polymerization make it a valuable compound in the synthesis of drugs.
Used in Food Industry:
2-Thiopheneacetaldehyde is used as a flavoring agent in food additives. Its faint fruit-like odor contributes to the enhancement of flavors in various food products.
Safety Precautions:
Due to its potential risks if inhaled, ingested, or if it comes into contact with skin, 2-Thiopheneacetaldehyde is typically stored in a cool, dry, well-ventilated area to prevent decomposition and ensure safety during handling and storage.

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 19432-68-9 methyl 2-thiopheneacetate 
• 1918-77-0 Thiophene-2-acetic acid 
• 188290-36-0 thiophene 
• 108-24-7 acetic anhydride 
• 66643-82-1 methyl β-(2-thienyl)glycidate 
• 75-36-5 acetyl chloride 
• 123431-99-2 (E)-1-(thiophen-2'-yl)-2-bromoethylene 
• 1418759-69-9 C₁₈H₃₆O₂SSi₂ 
• 409323-47-3 [2]thienylmethyl-malonic acid dihydrazide 
• 26420-00-8 diethyl (thien-2-ylmethyl)malonate 
• 66256-03-9 2-thiophen-2-yl-oxirane 
• 15022-19-2 N,N'-(2-[2]thienyl-ethylidene)-bis-carbamic acid diethyl ester 
• 5402-55-1 2-thiophenethanol 

Downstream Products

• 106489-99-0 [2]thienyl-acetaldehyde-(2,4-dinitro-phenylhydrazone) 
• 1245550-47-3 ethyl 3-benzyl-5-methyl-2-thiophen-2-ylmethyl-3H-imidazole-4-carboxylate 
• 20893-30-5 2-cyanomethylthiophene 
• 872-55-9 2-ethylthiophene 
• 36880-33-8 5-ethyl-thiophene-2-carbaldehyde 
• 1489263-05-9 1-(1-benzyl-1H-indol-3-yl)-2-(thiophen-2-yl)ethane-1,2-dione 
• 1918-77-0 Thiophene-2-acetic acid 
• 141109-20-8 methyl (S)-2-(2-chlorophenyl)-2-[2-(thien-2-yl)ethylamino]acetate 
• 120202-66-6 (S)-(+)-clopidogrel bisulfate 
• 1391823-60-1 1-phenyl-4-(thiophene-2-yl)-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Synthesis method of 2-acetaldehyde-5-methylthiophene

The invention relates to a synthesis method of 2-acetaldehyde-5-methylthiophene, which comprises the following steps: reacting thiophene with acetic anhydride in the presence of phosphoric acid, adding acetic anhydride, 85% phosphoric acid and thiophene into a reaction pot, stirring, gradually heating to reflux temperature of 95-100 DEG C, keeping reflux for 2-3 hours, cooling, washing with water,removing a water layer, distilling an obtained oil layer under reduced pressure after normal pressure to obtain the 2-acetaldehyde-5-methylthiophene, collecting distillate, standing, removing a waterlayer, recycling 2-acetaldehyde thiophene, removing residual oily substances in a pot, performing reduced pressure distillation, collecting a 85-90 DEG C fraction 2-acetaldehyde thiophene finished product, performing reaction reflux on the 2-acetaldehyde thiophene by using methyl iodide under the catalysis of aluminum chloride, pouring the obtained mixture into ice water dissolved with sodium hydroxide, separating out an oil layer, drying to obtain the product, and carrying out distillation to obtain a fraction of 110 DEG C. Briefly speaking, according to the technical scheme, an excellent optimization scheme is utilized, and the problems that more residues exist after synthesis, and raw material waste is large are solved.

NON-LYSOSOMAL GLUCOSYLCERAMIDASE INHIBITORS AND USES THEREOF

The invention provides compounds for inhibiting glucosylceramidases, prodrugs of the compounds, and pharmaceutical compositions including the compounds or prodrugs of the compounds.

Synthetic method of 2-thiopheneacetic acid

The invention discloses a synthetic method of 2-thiopheneacetic acid and belongs to the technical field of synthesis of intermediates. The synthetic method comprises the following steps: synthesis of3-(2-thiophene)-2,3-epoxy sodium propionate: taking 2-thiophenecarboxaldehyde and chloracetate as raw materials, carrying out Darzen reaction to synthesize epoxy acid ester and then hydrolyzing to obtain the 3-(2-thiophene)-2,3-epoxy sodium propionate; synthesis of 2-thiopheneacetic acid: acidizing the 3-(2-thiophene)-2,3-epoxy sodium propionate, carrying out decarboxylation rearrangement to obtain 2-thiophene acetaldehyde and then carrying out Pinnick oxidation reaction to obtain the 2-thiopheneacetic acid. In the synthesis method of the 2-thiopheneacetic acid provided by the invention, Darzen reaction and Pinnick oxidation reaction are adopted; due to high conversion rate of the Darzen reaction and good selectivity of Pinnick oxidation, the product has the advantages of high yield, fewercontained impurities, significant advantages and practical value.

Stereoselective Synthesis of Vinylboronates by Rh-Catalyzed Borylation of Stereoisomeric Mixtures

The stereoselective preparation of vinylboronates via rhodium-catalyzed borylation of E/Z mixtures of vinyl actetates is described, and this method was also extended to synthesis of vinyldiboronates. These transformations feature high functional group compatibility and mild reaction conditions. Control experiments support a mechanism that involved a Rh-catalyzed borylation-isomerization sequence. The isomerization of (Z)-vinylboronates to (E)-isomers was also demonstrated.

Copper-Catalyzed Cascade Cyclization of Indolyl Homopropargyl Amides: Stereospecific Construction of Bridged Aza-[n.2.1] Skeletons

Catalytic cycloisomerization-initiated cascade cyclizations of terminal alkynes have received tremendous interest, and been widely used in the facile synthesis of a diverse array of valuable complex heterocycles. However, these tandem reactions have been mostly limited to noble-metal catalysis, and are initiated by an exo-cyclization pathway. Reported herein is an unprecedented copper-catalyzed endo-cyclization-initiated tandem reaction of indolyl homopropargyl amides, where copper catalyzes both the hydroamination and Friedel–Crafts alkylation process. This method allows the practical and atom-economical synthesis of valuable bridged aza-[n.2.1] skeletons (n=3–6) with wide substrate scope, and excellent diastereoselectivity and enantioselectivity by a chirality-transfer strategy. Moreover, the mechanistic rationale for this novel cascade cyclization is also strongly supported by control experiments, and is distinctively different from the related gold catalysis.

Photoredox Cyanomethylation of Indoles: Catalyst Modification and Mechanism

The direct cyanomethylation of indoles at the 2- or 3-position was achieved via photoredox catalysis. The versatile nitrile synthon is introduced as a radical generated from bromoacetonitrile, a photocatalyst, and blue LED as a light source. The mechanism of the reaction is explored by determination of the Stern-Volmer quenching constants. By combining photophysical data and mass spectrometry to follow the catalyst decomposition, the catalyst ligands were tuned to enable synthetically useful yields of radical coupling products. A range of indole substrates with alkyl, aryl, halogen, ester, and ether functional groups participate in the reaction, affording products in 16-90% yields. The reaction allows the rapid construction of synthetically useful cyanomethylindoles, products that otherwise require several synthetic steps.

Aryl [a] indole [2,3 - the g] and quinolizine compound, preparation method thereof, pharmaceutical compositions and uses thereof

The invention relates to an aryl [a] indole [2,3-g] quinolizine compound as well as a preparation method, a pharmaceutical composition and application thereof, and particularly relates to a aryl [a] indole [2,3-g] quinolizine compound with a novel structure as shown in a general formula (I) and a derivative, a preparation method and a pharmaceutical composition thereof and application of the aryl [a] indole [2,3-g] quinolizine compound in preparation of a drug for treating diseases related to alpha 1-adrenoreceptor and urinary system diseases, such as benign prostatic hyperplasia, uroschesis and bladder outlet obstruction, especially.

Pd-catalyzed C-N coupling of vinylbromides and sulfonimidamides: A facile synthesis of N′-vinylsulfonimidamides

N′-Vinyl sulfonimidamides have been synthesized through a Pd-catalyzed C-N cross coupling between the N′-(imine nitrogen) of N′-deprotected sulfonimidamides and vinyl bromides. The hitherto unreported products were obtained in moderate to excellent yield, and the C-C double bond geometry of the vinylic substrates were retained during the course of reaction. Single crystal X-ray crystallographic analysis confirmed the product structure. Furthermore, we demonstrate that the formed N′-vinyl sulfonimidamides could undergo hydrogenation with Pd-C/H2 to provide N′-alkyl sulfonimidamides.

Copper-mediated direct alkoxylation of arenes using an N, O -bidentate directing system

Highly effective CuCl-mediated C-H alkoxylation of arenes and heteroarenes has been developed by using a 2-aminopyridine 1-oxide moiety as an N,O-bidentate directing group. The reaction proceeds smoothly using a broad range of substrates to afford o-alkox

Selective reduction of carboxylic acids to aldehydes catalyzed by B(C 6F5)3

B(C6F5)3 efficiently catalyzes hydrosilylation of aliphatic and aromatic carboxylic acids to produce disilyl acetals under mild conditions. Catalyst loadings can be as low as 0.05 mol %, and bulky tertiary silanes are favored to give selectively the acetals. Acidic workup of the disilyl acetals results in the formation of aldehydes in good to excellent yields.