85259-19-4

Usage

Uses

Used in Organic Synthesis:
Methyl alpha-bromo-2-chlorophenylacetate is used as a synthetic intermediate for the preparation of various organic compounds. Its presence in reactions can facilitate the formation of new chemical entities, which can be further utilized in the development of pharmaceuticals, agrochemicals, or other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Methyl alpha-bromo-2-chlorophenylacetate is used as a key building block in the synthesis of certain drugs. Its unique functional groups can be manipulated to create molecules with specific biological activities, contributing to the discovery and development of new therapeutic agents.
Used in Agrochemical Development:
Methyl alpha-bromo-2-chlorophenylacetate also finds application in the agrochemical sector, where it is employed as a precursor in the synthesis of pesticides or other crop protection agents. Its reactivity and structural features can be leveraged to create compounds with targeted pest control properties.
Used in Specialty Chemicals Production:
In the production of specialty chemicals, Methyl alpha-bromo-2-chlorophenylacetate is utilized as a versatile intermediate. Its ability to participate in various types of chemical reactions allows for the creation of a wide array of specialty chemicals for use in industries such as plastics, coatings, and textiles.

InChI:InChI=1/C9H8BrClO2/c1-13-9(12)4-6-2-3-7(11)5-8(6)10/h2-3,5H,4H2,1H3

Upstream product

• 156276-21-0 rac-methyl 2-chloromandelate 
• 67-56-1 methanol 
• 2444-36-2 2'-chloro-benzeneacetic acid 
• 29270-30-2 α-bromo-2-chlorophenyl acetic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 101-41-7 benzeneacetic acid methyl ester 
• 57486-68-7 methyl (2-chlorophenyl)acetate 
• 138647-05-9 2-bromo-2-(2-chlorophenyl)acetyl chloride 
• 51512-09-5 2-(2-chlorophenyl)acetyl chloride 
• 89-98-5 2-chloro-benzaldehyde 
• 10421-85-9 2-chloromandelic acid 

Downstream Products

• 767608-48-0 (2-Chloro-phenyl)-{4-[4-(4-cyano-phenyl)-thiazol-2-ylamino]-piperidin-1-yl}-acetic acid methyl ester 
• 181039-77-0 methyl (RS)-(5-allyloxy-2-cyanophenoxy)-(2-chlorophenyl)acetate 
• 181039-85-0 methyl (RS)-(2-chlorophenyl)-[2-cyano-5-(thien-3-ylmethoxy)phenoxy]acetate 
• 181040-08-4 methyl (RS)-[5-(1,3-benzodioxol-5-ylmethoxy)-2-cyanophenoxy]-(2-chlorophenyl)acetate 
• 141109-25-3 (S)-(+)-2-bromo-2-(2-chlorophenyl)acetic acid 
• 622835-93-2 (R)-2-bromo-2-(2-chlorophenyl)acetic acid methyl ester 
• 135046-48-9 clopidogrel bisulfate 
• 137314-33-1 methyl 2-(4-methylphenoxy)-2-(2'-chlorophenyl)acetate 
• 90055-48-4 clopidogrel 
• 120202-66-6 (S)-(+)-clopidogrel bisulfate 
• 113665-84-2 (S)-(+)-clopidogrel 
• 109904-27-0 (SR)-methyl 2-(2-chlorophenyl)-2-(2-oxo-7,7a-dihydrothieno-[3,2-c]pyridin-5(2H,4H,6H)-yl)acetate 
• 1373492-32-0 (2-chlorophenyl)-(3-oxo-3,6-dihydro-2H-pyridin-1-yl)acetic acid methyl ester 
• 144457-43-2 methyl 2-(2-chlorophenyl)-2-(4,5-dihydrothieno[2,3-c]pyridin-6(7H)-yl)acetate 

Relevant academic research and scientific papers

Method for preparing clopidogrel intermediate alpha-bromo (2-chloro) methyl phenylacetate by recycling aqueous solution method

The invention provides a method for preparing clopidogrel intermediate alpha-bromo (2-chloro) methyl phenylacetate by recycling an aqueous solution method. According to the method, o-chlorophenylacetic acid is adopted as a main raw material, an organic solvent and water in an appropriate proportion are optimized to serve as a bromination mixed solvent, a two-phase reaction mode is adopted in the reaction process, a bromine-containing wastewater solution can be reused without complex treatment, a target product is prepared through bromination and esterification reactions, and the yield reaches78% or above; the method provided by the invention is based on a technical scheme of recycling an aqueous solution containing a bromination reagent. In the process production process, the input amountof a new bromination reagent is reduced to a great extent, the bromine atom utilization rate of the bromination reagent is increased, the problems of wastewater treatment and discharge are reduced, the pressure of environmental pollution is reduced, meanwhile, the reaction conditions are relatively mild, treatment is simple, and industrial production is facilitated.

COMPOUNDS FOR OPTICALLY ACTIVE DEVICES

The present invention relates to novel compounds, particularly to compounds comprising a photoactive unit, said novel compounds being particularly suitable for compositions and ophthalmic devices as well as tocompositions and ophthalmic devices comprising such compounds.

HYDROPHILIC COMPOUNDS FOR OPTICALLY ACTIVE DEVICES

The present invention relates to novel compounds, particularly to compounds comprising a photoactive unit, said novel compounds being particularly suitable for compositions and ophthalmic devices as well as to compositions and ophthalmic devices comprising such compounds.

New 4-aryl-1,3,2-oxathiazolylium-5-olates: Chemical synthesis and photochemical stability of a novel series of S-nitrosothiols

S-nitrosothiols (RSNOs) remain one of the most popular classes of NO-donating compounds due to their ability to release nitric oxide (NO) under non-enzymatic means whilst producing an inert disulphide by-product. However, alligning these compounds to the different biological fields of NO research has proved to be problematic due to the inherent instability of such compounds under a variety of conditions including heat, light and the presence of copper ions. 1,3,2-Oxathiazolylium-5-olates (OZOs) represent an interesting subclass of S-nitrosothiols that lock the –SNO moiety into a five membered heterocyclic ring in an attempt to improve the compound's overall stability. The synthesis of a novel series of halogen-containing OZOs was comprehensively studied resulting in a seven-step route and overall yields ranging between 21 and 37%. The photochemical stability of these compounds was assessed to determine if S-nitrosothiols locked within these mesoionic ring systems can offer greater stability and thereby release NO in a more controllable fashion than their non-cyclic counterparts.

Synthesis method of clopidogrel hydrogen sulfate

The invention discloses a synthesis method of clopidogrel hydrogen sulfate. The synthesis method takes o-phenylphthalic chloroacetic acid and 4,5,6,7tetrahydrothiophene[3,2-c] as raw materials and comprises the following steps: (1) carrying out acylation reaction; (2) carrying out bromination reaction; (3) carrying out esterification reaction; (4) preparing a clopidogrel base crude product; (5) extracting clopidogrel base; (5) carrying out racemic racemate reductionresolution; (7) preparing the clopidogrel hydrogen sulfate. According to the synthesis method of the clopidogrel hydrogen sulfate, disclosed by the invention, reasonable raw material selection and process route design are carried out, so that on one hand, a process flow is simplified and synthesis operation is easy to realize; on the other hand, reaction conditions are reduced, the reaction conditions are moderate and the method is easily smoothly carried out; the obtained finished product clopidogrel hydrogen sulfate has high yield and good quality; industrial production is easy to realize and a market prospect is wide.

Synthesis and Antibacterial Screening of 1,3,4-Thiadiazoles, 1,2,4-Triazoles, and 1,3,4-Oxadiazoles Containing Piperazine Nucleus

A series of novel 1,3,4-thiadiazoles, 1,2,4-triazoles, and 1,3,4-oxadiazoles were synthesized by cyclization of substituted 1-(2-(2-chlorophenyl)-2-(4-(2,3-dichlorophenyl)piperazin-1-yl)acetyl)thiosemicarbazide. The structures of all newly synthesized compounds were elucidated on the basis of spectral studies. Some of them were screened for their antibacterial activity. The compounds 6b, 6c, 8e, 9a, and 9b have shown moderate activity towards Bacillus Subtilis and Escherichia Coli.

Synthesis of Quinolines by Visible-Light Induced Radical Reaction of Vinyl Azides and α-Carbonyl Benzyl Bromides

A visible-light induced radical reaction of vinyl azides and α-carbonyl benzyl bromides was developed, which provides an efficient route to polysubstituted quinolines via a C-C and C-N bond formation sequence.

Regio- and chemoselective C-H chlorination/bromination of electron-deficient arenes by weak coordination and study of relative directing-group abilities

It's all relative: A practical and efficient PdII-catalyzed regio- and chemoselective chlorination/bromination has been developed for the facile synthesis of a broad range of aromatic chlorides. The reaction demonstrates excellent reactivity, good functional-group tolerance, and high yields. A preliminary study was conducted to evaluate relative directing-group abilities of various functionalities. Copyright

Synthesis and characterization of impurity B of S-(+)-clopidogrel bisulfate: An antiplatelet

S-(+)-Clopidogrel bisulfate [(S-(+)-methyl 2-(2-chlorophenyl)-2-(6, 7-dihydrothieno[3, 2-c]pyridin-5(4H)-yl)acetate bisulfate)] is a platelet aggregation inhibitor drug. S-(+)-Clopidogrel bisulfate is prepared by different synthetic approaches in the literature. In almost all the approaches the major impurities known in the literature (A, B, and C) are also listed in the U.S. pharmacopoeia. The control of these pharmaceutical impurities is currently a critical issue to the pharmaceutical industry. In this article, a description of these impurities and their origins in the S-(+)-clopidogrel bisulfate process are presented along with the preparation of impurity B.

COMPOUNDS, COMPOSITIONS AND METHODS USEFUL FOR CHOLESTEROL MOBILISATION

The invention relates to classes of pharmaceutically-active heterocyclic compounds and pharmaceutically acceptable salts, and hydrates thereof, and compositions comprising the same. The invention also relates to methods for treating or preventing a disease or disorder, which comprises administering a therapeutically or prophylactically effective amount a compound described herein.