147124-32-1

Usage

Uses

Used in Pharmaceutical Industry:
DIMETHYL 2-(4-CHLORO-2-NITROPHENYL)MALONATE is used as a key intermediate in the synthesis of various pharmaceuticals. Its role is crucial for the production of drugs that require its specific chemical structure to achieve desired medicinal properties.
Used in Agrochemical Industry:
In the agrochemical sector, DIMETHYL 2-(4-CHLORO-2-NITROPHENYL)MALONATE serves as an intermediate in the creation of compounds that have applications in agriculture, such as pesticides and herbicides, leveraging its chemical reactivity to form effective molecules.
Used in Dye Industry:
DIMETHYL 2-(4-CHLORO-2-NITROPHENYL)MALONATE is also utilized as an intermediate in the dye industry, where its chemical structure contributes to the development of new dyes with specific color characteristics and properties.
Used in Organic Chemistry Research:
Due to its potential for forming carbon-carbon bonds, DIMETHYL 2-(4-CHLORO-2-NITROPHENYL)MALONATE is used in organic chemistry research to explore new reactions and syntheses, contributing to the advancement of chemical knowledge and the development of novel compounds.

Upstream product

• 345-18-6 2-fluoro-5-chloronitrobenzene 
• 108-59-8 malonic acid dimethyl ester 
• 89-61-2 2,5-dichloronitrobenzene 

Downstream Products

• 1291104-19-2 (4S,5R)-2,2-diethyl 4-methyl 4-(4-chloro-2-nitrophenyl)-5-phenylpyrrolidine-2,2,4-tricarboxylate 
• 1291104-01-2 methyl 2-(4-chloro-2-nitrophenyl)acrylate 
• 177985-31-8 (2-amino-4-chlorophenyl)acetic acid 
• 118307-04-3 6-chloro-5-(2-chloroacetyl) indolin-2-one 
• 122883-93-6 ziprazidone 
• 118289-55-7 6-chloro-5-(2-chloroethyl)-2-oxindole 
• 37777-71-2 4-chloro-2-nitro-phenylacetic acid 
• 56341-37-8 6-chloro-2-oxindole 
• 151056-78-9 7-chloro-3-(methoxycarbonyl)-2(12H)-oxindole 
• 147124-37-6 methyl 2-(4-chloro-2-nitrophenyl)acetate 

Relevant academic research and scientific papers

A Unified Catalytic Asymmetric (4+1) and (5+1) Annulation Strategy to Access Chiral Spirooxindole-Fused Oxacycles

A unified catalytic asymmetric (N+1) (N=4, 5) annulation reaction of oxindoles with bifunctional peroxides has been achieved in the presence of a chiral phase-transfer catalyst (PTC). This general strategy utilizes peroxides as unique bielectrophilic four- or five-atom synthons to participate in the C?C and the subsequent umpolung C?O bond-forming reactions with one-carbon unit nucleophiles, thus providing a distinct method to access the valuable chiral spirooxindole-tetrahydrofurans and -tetrahydropyrans with good yields and high enantioselectivities under mild conditions. DFT calculations were performed to rationalize the origin of high enantioselectivity. The gram-scale syntheses and synthetic utility of the resultant products were also demonstrated.

Preparation method of ziprasidone intermediate

The invention relates to a preparation method of a ziprasidone intermediate.The preparation method is a method to prepare 6-chloro-2-indolone by one-pot process, an alkali liquid and phase-transfer catalyst low in price are used in the preparation process to substitute the prior art sodium hydride necessary to use and high in price, recyclable low-grade aliphatic ketone and low-grade fatty alcohol are used to substitute DMF (dimethyl formamide) and DMSO (dimethylsulfoxide) difficult to recycle, the cost is reduced greatly, the materials used herein are cheap and easy to obtain, the process is simple and feasible, posttreatment steps are simplified, particularly the step (1) requires no washing, extracting and purifying operation, one step may be performed directly, the whole operating step needs no use of column chromatography for purification, the whole preparation process is simplified, and the method is convenient to industrialize; in the synthetic process of formula III compound, a deacidifying process is mild and safe; in the synthesis of formula II compound, low-valence sulfur-containing compound is used in reduction, generation of mass waste acid liquid is avoided, production is safe and environment-friendly, and the preparation process is simple and easy.

AN IMPROVED PROCESS FOR PREPARING 2-OXINDOLES OF FORMULA I, A KEY RAW MATERIAL FOR MAKING PHARMACEUTICAL DRUGS AND INTERMEDIATES THEREOF

The present invention provides an improved processes having practical utility for preparing 2-oxindoles of formula I comprising preparation of 2-nitroarylmalonate diester of formula II as first intermediate and subsequent insitu reductive cyclisation using metal acid combination and its modified work-up to form compound of formula I free from metal generated impurity of formula M(OH)X wherein M is metal cation and X is anion. R is selected from hydrogen, linear, branched or cyclic alkyl, aryl, substituted aryl, heteroaryl, haloalkyl like CF3, alkoxy, haloalkoxy, thioalkyl and halogen preferably chloro Formula I wherein R' and R" are same or different and is selected from linear.branched and cyclic alkyl (C1C4groups)preferably methyl R is selected from hydrogen, linear, branched or cyclic alkyl, aryl, substituted aryl, heteroaryl, haloalkyl like CF3, alkoxy, haloalkoxy, thioalkyl and halogen preferably chloro Formula II.

A SHORT PROCESS FOR THE PREPARATION OF ZIPRASIDONE AND INTERMEDIATES THEREOF

A process for the preparation of oxindole derivative (Ziprasidone hydrochloride) of formula (I) comprising reacting compound of formula (II) with metal or metal compound mineral acid to give compound of formula (III) in a single step which is converted into compound of formula IV which is a key intermediate for the preparation of compound of compound of formula (I).

Asymmetic organocatalytic 1,3-dipolar cycloaddition of azomethine ylide to methyl 2-(2-nitrophenyl)acrylate for the synthesis of diastereoisomers of spirotryprostatin A

Chemical equations presented. The total synthesis of two diastereomers of spirotryprostatin A has been established starting with an asymmetric 1,3-dipolar cycloaddition of methyl 2-(2-nitrophenyl)acrylate with azomethine ylides catalyzed by a Bronsted aci

Concise syntheses of the cruciferous phytoalexins brassilexin, sinalexin, wasalexins, and analogues: Expanding the scope of the Vilsmeier formylation

(Chemical Equation Presented) Efficient syntheses of the phytoalexins brassilexin, sinalexin, and analogues are demonstrated through the application of the Vilsmeier formylation to indoline-2-thiones followed by a new aqueous ammonia workup procedure. Similarly, a very concise two-pot synthesis of the phytoalexins wasalexins using sequential formylation-amination of indolin-2-ones is described. Remarkably, this novel aqueous ammonia workup allows the sequential one-pot formylation-amination, expanding substantially the scope of the Vilsmeier formylation of both indoline-2-thiones and indolin-2-ones. The examination of the formylation-amination reaction and optimization of conditions, as well as the syntheses and antifungal activities of several brassilexin analogues, are reported.

A PROCESS FOR THE PREPARATION OF OXINDOLE DERIVATIVES

A process for the preparation of oxindole derivative of formula (I) comprising reacting compound of formula (II) with dialkyl malonate, COOR1-COOR1, in the presence of a mild base to give compound of formula (III); and wherein R is selected from hydrogen, linear, branched or cyclic alkyl, aryl, substituted aryl, heteroaryl, haloalkyl like CF3, alkoxy, haloalkoxy, thioalkyl and halogen.; R1 is selected from linear, branched and cyclic alkyl (C1 to C4 groups); and X is selected from chloro, bromo, fluoro and iodo groups;further converting compound of formula (III) to compound of formula (I).

A general oxindole synthesis

A general synthesis of indol-2(3H)-ones (oxindoles), was developed based on the addition of dimethyl malonate to commercially available halonitrobenzenes. The advantage of this route over many other oxindole syntheses was the regiochemical control of the substitution pattern on the aromatic ring.