14282-78-1

Usage

Chemical Properties

white to light yellow crystal powder

Synthesis Reference(s)

Chemistry Letters, 12, p. 127, 1983Tetrahedron Letters, 15, p. 2373, 1974 DOI: 10.1016/S0040-4039(01)92259-2

InChI:InChI=1/C6H6O2S/c1-4-2-5(6(7)8)9-3-4/h2-3H,1H3,(H,7,8)

Upstream product

• 84548-65-2 2-vinyl-4-methylthiophene 
• 106265-82-1 1-(4-methyl-[2]thienyl)-propan-1-one 
• 616-44-4 3-Methylthiophene 
• 501942-16-1 1-(4-methyl-[2]thienyl)-butan-1-one 
• 124-38-9 carbon dioxide 
• 28686-90-0 4-methyl-thiophene-2-carboxylic acid methyl ester 
• 67-56-1 methanol 
• 32990-47-9 4-methyl-thiophene-2-carboxylic acid chloride 
• 64-17-5 ethanol 
• 68-12-2 N,N-dimethyl-formamide 
• 910322-09-7 tert-butyl 4-methylthiophene-2-carboxylate 
• 201230-82-2 carbon monoxide 
• 13679-73-7 1-(4-methyl-thiophen-2-yl)-ethanone 

Downstream Products

• 28686-90-0 4-methyl-thiophene-2-carboxylic acid methyl ester 
• 32990-47-9 4-methyl-thiophene-2-carboxylic acid chloride 
• 74395-18-9 (4-methyl-thiophene-2-yl)methanol 
• 646-07-1 4-Methylpentanoic acid 
• 14300-29-9 3-Methyl-2-phenylthiophene 
• 76537-01-4 3-methyl-thien-2-yl isocyanate 
• 850375-10-9 2-isocyanato-4-methylthiophene 
• 38239-45-1 5-bromo-3-methyl-thiophene-2-carboxylic acid 
• 54796-53-1 5-Bromo-4-methyl-thiophene-2-carboxylic acid 
• 74598-03-1 5-chloro-4-methylthiophen-2-carboxylic acid 
• 14282-79-2 ethyl 4-methylthiophene-2-carboxylate 
• 83933-16-8 4-methylthiophen-2-carboxamide 
• 1417798-36-7 methyl-5-(4-methoxyphenyl)-4-methylthiophene-2-carboxylate 
• 54796-47-3 5-bromo-4-methyl-2-thiophenecarboxylic acid methyl ester 

Relevant academic research and scientific papers

Highly selective 5-substitution of 3-methylthiophene via directed lithiation

(Chemical Equation Presented) Lithiation of 3-methylthiophene with lithium 2,2,6,6-tetramethylpiperidide (LiTMP) is highly selective at the 5-position, and reaction with a range of electrophiles gives high yields of the corresponding 2,4-disubstituted thiophenes, even when unhindered electrophiles are used.

Flash carboxylation: Fast lithiation-carboxylation sequence at room temperature in continuous flow

A method for the direct lithiation of terminal alkynes and heterocycles with subsequent carboxylation in a continuous flow format was developed. This method provides carboxylic acids at ambient conditions within less than five seconds with only little excess of the organometallic base and CO2. This journal is the Partner Organisations 2014.

CARBOXYLATION OF 1,3-DIMETHYLURACIL AND THIOPHENES WITH CARBON MONOXIDE AND PALLADIUM(II) ACETATE IN THE PRESENCE OF SODIUM PEROXODISULFATE

Treatments of 1,3-dimethyluracil and of thiophenes with palladium(II) acetate and sodium peroxodisulfate under a carbon monoxide atmosphere gave 1,3-dimethyluracil-5-carboxylic acid and the corresponding thiophene-2-carboxylic acids, respectively.

Dianions of Methylated Thiophene-2-carboxylic Acids: Their Formation and Reactivity

Methylated thiophene-2-carboxylic acids can be readily homologated by treatment with LDA (2 equiv) followed by the addition of carbon-containing electrophiles.

Correlation of the rates of solvolyses of 4-methylthiophene-2-carbonyl chloride using the extended grunwald-winstein equation

The specific rates of sovolysis of 4-methylthiophene-2-carbonyl chloride (1) have been determined in 26 pure and binary solvents at 25.0 °C. Product selectivities are reported for solvolyses of 1 in aqueous ethanol and methanol binary mixtures. Comparison of the specific rates of solvolyses of 1 with those for p-methoxybenzoyl chloride (2) in terms of linear free energy relationships (LFER) are helpful in mechanistic considerations, as is also treatment in terms of the extended Grunwald-Winstein equation. It is proposed that the solvolyses of 1 in binary aqueous solvent mixtures proceed through an SN1 and/or ionization (I) pathway rather than through an associative S2 and/or addition-elimination (A-E) pathway.

Synthesis of N-(Methoxycarbonylthienylmethyl)thioureas and evaluation of their interaction with inducible and neuronal nitric oxide synthase

Two isomeric N-(memoxycarbonylmienylmemyl)mioureas were synthesised by a sequence of radical bromination of methylthiophenecarboxylic esters, substitution with trifluoroacetamide anion, deprotection, formation of the corresponding isothiocyanates and addition of ammonia. The interaction of these new thiophene-based thioureas with inducible and neuronal nitric oxide synthase was evaluauted. These novel thienylmethyl- thioureas stimulated the activity of inducible Nitric Oxide Synthase (iNOS).

RAF KINASE INHIBITORS

Methods of treating tumors mediated by raf kinase, with substituted urea compounds, and such compounds per se.

Ramoplanin derivatives possessing antibacterial activity

Novel ramoplanin derivatives are disclosed. These ramoplanin derivatives exhibit antibacterial activity. As the compounds of the subject invention exhibit potent activities against gram positive bacteria, they are useful antimicrobial agents. Methods of synthesis and of use of the compounds are also disclosed.

Stereoselective process for the synthesis of chiral garft compounds and intermediates

The present invention describes a stereoselective preparation of derivatives and precursors of molecules having formula 1: Method of preparing the compounds, intermediates and derivatives are described. The methods described herein allow the preparation o

TRICYCLIC DERIVATIVES OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, THEIR PREPARATIONS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

The present invention relates to tricyclic derivatives or pharmaceutically acceptable salts thereof, their preparations and pharmaceutical compositions containing them. More precisely, the present invention relates to tricyclic derivatives as colchicine derivatives, pharmaceutically acceptable salts thereof, their preparations and pharmaceutical compositions containing them. Tricyclic derivatives of the present invention show very powerful cytotoxicity to cancer cell lines but were much less toxic than colchicine or taxol, confirmed through animal toxicity test. Tricyclic derivatives of the invention also decrease the volume and weight of a tumor and have a strong angiogenesis inhibiting activity in HUVEC cells. Thus, tricyclic derivatives of the present invention can effectively be used as an anticancer agent, anti-proliferation agent and an angiogenesis inhibitor.