617-88-9

Usage

Uses

Used in Organic Synthesis:
2-Chloromethylfuran is used as a synthetic intermediate for the preparation of various organic compounds. Its unique structure allows it to be a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Research and Development:
In the field of research and development, 2-Chloromethylfuran serves as a valuable compound for exploring new chemical reactions and developing innovative synthetic routes. Its reactivity and structural features make it a promising candidate for studying novel reaction mechanisms and advancing the understanding of organic chemistry.

InChI:InChI=1/C5H5ClO/c6-4-5-2-1-3-7-5/h1-3H,4H2

Upstream product

• 98-00-0 (2-furyl)methyl alcohol 
• 3776-93-0 Furfenorex 
• 75-36-5 acetyl chloride 
• 124-63-0 methanesulfonyl chloride 
• 72002-54-1 (3R)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylic acid 
• 98-01-1 furfural 
• 92785-12-1 Co(ONC(CH₃)C(CH₃)NOH)2(pyridine)(furfuryl) 
• 20207-56-1 1-Chloro-penta-3,4-dien-2-one 
• 145354-23-0 methanesulfonic acid furan-2-ylmethyl ester 

Downstream Products

• 4437-22-3 2,2-[oxybis(methylene)]bis-furan 
• 4437-24-5 1-phenyl-3-(2-furyl)prop-1-yne 
• 13679-46-4 2-(methoxymethyl)furan 
• 6214-02-4 2,5-bis-chloromethyl-furan 
• 531-06-6 Methaferylene 
• 1146-21-0 5-FU 
• 6270-56-0 2-(ethoxymethyl)furan 
• 112107-73-0 cinnamyl-furfuryl ether 
• 2745-25-7 2-(furan-2-yl)acetonitrile 
• 13714-86-8 5-methyl-furan-2-carbonitrile 
• 3260-09-1 2-((phenylthio)methyl)furan 
• 188881-92-7 N-ethyl-N-(2-furylmethyl)aniline 
• 98-02-2 2-thiolomethyl-furan 
• 16361-14-1 2-benzyloxymethylfuran 

Relevant academic research and scientific papers

Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors

Production of metallo-β-lactamases (MBLs) in bacterial pathogens is an important cause of resistance to the ‘last-resort’ carbapenem antibiotics. Development of effective MBL inhibitors to reverse carbapenem resistance in Gram-negative bacteria is still needed. We herein report X-ray structure-guided optimization of 1H-imidazole-2-carboxylic acid (ICA) derivatives by considering how to engage with the active-site flexible loops and improve penetration into Gram-negative bacteria. Structure-activity relationship studies revealed the importance of appropriate substituents at ICA 1-position to achieve potent inhibition to class B1 MBLs, particularly the Verona Integron-encoded MBLs (VIMs), mainly by involving ingenious interactions with the flexible active site loops as observed by crystallographic analyses. Of the tested ICA inhibitors, 55 displayed potent synergistic antibacterial activity with meropenem against engineered Escherichia coli strains and even intractable clinically isolated Pseudomonas aeruginosa producing VIM-2 MBL. The morphologic and internal structural changes of bacterial cells after treatment further demonstrated that 55 crossed the outer membrane and reversed the activity of meropenem. Moreover, 55 showed good pharmacokinetic and safety profile in vivo, which could be a potential candidate for combating VIM-mediated Gram-negative carbapenem resistance.

Application of 1-substituted-1H-imidazole-2-carboxylic acid compounds in preparation of metal beta-lactamase inhibitors

The invention relates to application of 1-substituted-1H-imidazole-2-carboxylic acid compounds in preparation of metal beta-lactamase inhibitors, and particularly discloses application of compounds shown in a formula I in preparation of metal beta-lactamase inhibitors or antibacterial combined medicines. Experiments prove that the compounds provided by the invention can be used for effectively inhibiting the activity of various MBL enzymes including VIM-2, NDM-1, IMP-1, VIM-1 and VIM-5; the compounds, especially the compounds 11, 13, 14, 29, 30, 34, 37 and 40, have an IC50 value of 2.13 [mu] Mor less on the VIM-2 type MBL enzymes, have a more significant inhibition effect than positive control drugs, and have very good potential in the preparation of MBL enzyme inhibitors. Meanwhile, thecompounds disclosed by the invention are combined with beta-lactam antibiotics, so that metal beta-lactamase generated by drug-resistant bacteria can be effectively inhibited, the antibacterial activity of the antibiotics is enhanced, and the compounds have a very good application prospect in preparation of antibacterial combined medicines.

1 - Substituted - 111H-imidazol -2 - carboxylic acid compound (by machine translation)

The invention relates to 1 - substituted - 111H-imidazol -2 - carboxylic acid compounds. Experiments prove that the compound provided by the invention can effectively inhibit the activity of various MBL enzymes including VIM-2, NDM-1, ?currcurrcurrcurry ?, VIM-IMP-1 1 and VIM IM IM, especially compounds 11 and 13, 14, 29, 30, 34, 37, 40, and IC of VIM-2 type MBL enzyme. 50 The value is below 2.13 μm, the inhibition effect is more remarkable than that of the positive control medicine, and the MBL enzyme inhibitor has great potential in preparing the MBL enzyme inhibitor. , The compound is combined with β - lactam antibiotics, metal β - lactamase produced by drug-resistant bacteria can be effectively inhibited, the antibacterial activity of the antibiotic is enhanced, and the compound has a very good application prospect in preparation of antibacterial and combined medicines. (by machine translation)

Full-biological vegetable oil polyhydric alcohol and preparation method and application thereof

The invention discloses a full-biological vegetable oil polyhydric alcohol and a preparation method and application thereof. The preparation method comprises the following step of enabling epoxy vegetable oil and a compound shown in a formula III to react in a second microstructure reactor, so as to obtain the vegetable oil polyhydric alcohol. Compared with the prior art, the preparation method has the advantages that a novel green open-loop reagent is adopted, the structure of the prepared polyhydric alcohol is novel, the hydroxyl value is higher, the distribution is uniform, the viscosity islower, and the full-biological vegetable oil polyhydric alcohol can completely replace the petroleum polyhydric alcohol to prepare polyurethane foam materials; the technology method is simple, the further treatment is not required, and the preparation method is suitable for industrialized production. The formula III is shown in the attached figure.

Ferric(III) Chloride Catalyzed Halogenation Reaction of Alcohols and Carboxylic Acids Using α,α-Dichlorodiphenylmethane

A new method for chlorination of alcohols and carboxylic acids, using α,α-dichlorodiphenylmethane as the chlorinating agent and FeCl3 as the catalyst, was developed. The method enables conversions of various alcohols and carboxylic acids to their corresponding alkyl and acyl chlorides in high yields under mild conditions. Particulary interesting is the observation that the respective alkyl bromides and iodides can be generated from alcohols when either LiBr or LiI are present in the reaction mixtures.

CROSS-LINKABLE FLAME RETARDANT MATERIALS

A cross-linkable flame retardant material includes a terminal furan-containing flame retardant moiety. The terminal furan-containing flame retardant moiety includes a furan moiety bonded to a phosphorus moiety via a phosphoryl linkage or via a phosphinyl linkage.

SNAr catalysis enhanced by an aromatic donor-acceptor interaction; Facile access to chlorinated polyfluoroarenes

Selective catalytic SNAr reaction of polyfluoroaryl C-F bonds with chloride is shown. Stoichiometric TMSCl makes the reaction exergonic and allows catalysis, which involves ground state elevation of chloride, aromatic donor-acceptor interactions, and stabilization of the Meisenheimer complex. Traditional cross-coupling of the products is now possible and demonstrates the utility.

Construction of polyaromatics via photocyclization of 2-(fur-3-yl) ethenylarenes, using a 3-furyl group as an isopropenyl equivalent synthon

The construction of different types of substituted arenes was demonstrated through the photocyclization of 2-(fur-3-yl)ethenylarenes using a 3-furyl group as an isopropenyl equivalent synthon in the photocyclization reaction. The furan portion of the photocyclization intermediate could be fragmented via a base-induced elimination reaction to yield a series of substituted polyaromatics, including naphthalene, benzofuran, benzothiophene, phenanthrene, phenalene, acenaphthene, and triphenylene. Using different reagents, this method made it possible to introduce methyl or 2-hydroxyethyl groups as substituents at specific positions in these arenes.

Studies toward welwitindolinones: Formal syntheses of N- methylwelwitindolinone C isothiocyanate and related natural products

The formal syntheses of N-methylwelwitindolinone C isothiocyanate (4) and several other welwitindolinones 5-8 were achieved by the independent synthesis of 79. The synthesis featured a Lewis acid-mediated coupling between a heteroaryl carbinol and bis-TMS enol ether, an intramolecular enolate arylation, and an unprecedented intramolecular allylic alkylation of a γ-acyloxyenone.

Pd-catalyzed reaction of aryl halides and propargyl furylmethyl ethers: A novel pathway to functionalized dihydroisobenzofurans

An interesting sequential reaction involving Sonogashira coupling, propargyl-allenyl isomerization, intramolecular [4 + 2] cycloaddition, and bridged oxa-ring opening has been realized, providing a facile method for the synthesis of functionalized dihydroisobenzofurans from easily accessible starting materials with a decent diastereoselectivity.