13651-07-5

Upstream product

• 13665-04-8 2,2-dibromoacetophenone 
• 2227-64-7 3'-nitro-2-bromoacetophenone 
• 121-89-1 3-Nitroacetophenone 
• 586-39-0 1-nitro-3-vinyl-benzene 
• 7471-32-1 m-nitroacetophenone oxime 

Downstream Products

• 163430-78-2 3-(3-nitrobenzoylformamido)-4-(3-nitrophenyl)-1,2,5-thiadiazole 
• 27993-92-6 3-(3-nitrophenyl)quinoxalin-2(1H)-one 

Relevant academic research and scientific papers

Preparation method of alpha, alpha-dibromoketone

The invention belongs to the field of preparation of fine chemical products and synthesis of pharmaceutical intermediates and relates to a preparation method of novel alpha, alpha-dibromoketone, in particular to a method for converting olefin into alpha, alpha-dibromoketone by use of dibromohydantoin or N-bromosuccinimide. Compared with the reported methods, the method has the advantages that rawmaterials are easy to obtain and low in cost, used reagents have smaller toxicity, and the method has greater cost and environmental protection advantages and wide application prospects.

Directing group assisted copper-mediated aroylation of phenols using 2-bromoacetophenones

A new directing group assisted method for the synthesis of aryl esters is described. In this Cu(ii)-mediated reaction, 2-formylphenols and 2-acetylphenols are easily converted into aryl esters via treatment with a new aroylating agent 2-bromoacetophenone.

One-pot syntheses of α,α-dibromoacetophenones from aromatic alkenes with 1,3-dibromo-5,5-dimethylhydantoin

A novel method for the preparation of α,α-dibromoacetophenones from aromatic alkenes was reported. This procedure was mediated by 1,3-dibromo-5,5-dimethylhydantoin, which served as bifunctional reagent, proceeding oxidation and bromination in one-pot.

High-Potency Phenylquinoxalinone Cystic Fibrosis Transmembrane Conductance Regulator (CFTR) Activators

We previously identified phenylquinoxalinone CFTRact-J027 (4) as a cystic fibrosis transmembrane conductance regulator (CFTR) activator with an EC50 of ～200 nM and demonstrated its therapeutic efficacy in mouse models of constipation. Here, structure-activity studies were done on 36 synthesized phenylquinoxalinone analogs to identify compounds with improved potency and altered metabolic stability. Synthesis of the phenylquinoxalinone core was generally accomplished by condensation of 1,2-phenylenediamines with substituted phenyloxoacetates. Structure-activity studies established, among other features, the privileged nature of a properly positioned nitro moiety on the 3-aryl group. Synthesized analogs showed improved CFTR activation potency compared to 4 with EC50 down to 21 nM and with greater metabolic stability. CFTR activators have potential therapeutic indications in constipation, dry eye, cholestatic liver diseases, and inflammatory lung disorders.

CFTR REGULATORS AND METHODS OF USE THEREOF

Provided herein are compounds that activate CFTR and methods for treating constipation, dry eye disorders, and other diseases and disorders..

PROCESSES FOR THE SYNTHESIS OF SUBSTITUTED UREA COMPOUNDS

The present invention concerns a process for preparing a compound having the Formula A; or a pharmaceutically acceptable salt or derivative thereof, or for preparing a substituted urea compound of Formula IIa, or a pharmaceutically acceptable salt or ester thereof, (Formula IIa) the process comprising the reaction of an imidazolyl intermediate of Formula IIa', with a carbamoyl halide of the formula: R1R2NC(=O)Hal, wherein Hal represents Cl, F, I or Br, wherein the intermediate of Formula IIa' is prepared by oxidation of the derivative of R5 and R6, R6-C(=O)CH2R5 to form a glyoxal intermediate R6-C(=O)(C=O)R5, which is subjected to treatment with ammonium hydroxide and an aldehyde R8CHO to provide the intermediate of Formula IIa', and wherein the compound substituents are as defined herein.

Silica gel catalyzed α-bromination of ketones using N-bromosuccinimide: An easy and rapid method

An easy and rapid method for the α-bromination of ketones using N-bromosuccinimide (NBS) catalyzed by silica gel in methanol under reflux conditions was developed. The expected products were formed in excellent isolated yields within a short period of time (5-20 min). Major advantages of the present procedure include use of inexpensive and readily available catalyst, exclusion of pre- and post-chemical treatment of catalyst and use of methanol as solvent instead of ethers and chlorinated solvents.

Synthesis of dibromo ketones by the reaction of the environmentally benign H2O2-HBr system with oximes

It was found that oximes undergo deoximation in the presence of the H2O2aq-HBraq system to form ketones and bromo ketones. This reaction provided the basis for the synthesis of dibromo ketones in yields varying from 40% to 94%. This method is environmentally friendly, sustainable, and easy to perform. The results of this investigation extend the potential of the use of oximes for the protection of carbonyl group, thus offering the ability to perform not only conventional deoximation but also the subsequent bromination of ketones. The reaction is easily scaled up and dibromo ketones can be prepared in gram amounts. Versita Sp. z o.o.

A facile one-pot synthesis of a?-halo-a?-allyl-aldehydes from a?,a?-Dihaloketoncs Using Allylsamarium Bromide and DMF

A convenient, one-pot synthesis of a range of a?-halo-a?-allyl aldehydes is described. The protocol involves the reaction of allylsamarium bromide with various a?,a?-dihalo ketones. A possible mechanism of the transformation is proposed.

Microwave-induced selective synthesis of α-bromo and α,α-dibromoalkanones using dioxane-dibromide and silica gel under solvent-free conditions

Selective synthesis of α-bromo and α,α-dibromoalkanones using dioxane-dibromide and silica gel in solvent-free conditions under microwave irradiation has been reported. The amount of dioxane-dibromide, silica gel and time of irradiation are keys for the selective synthesis of α-bromo and α,α-dibromoalkanones.