3309-87-3

Usage

Uses

Used in Pesticide Production:
DMCP is used as an intermediate in the production of various pesticides, contributing to the development of effective and efficient pest control agents.
Used in Pharmaceutical Synthesis:
DMCP is used as a reagent in the synthesis of pharmaceuticals, introducing the dimethylcarbamoyl functional group into organic molecules, which is essential for the creation of certain drug compounds.
Used in Organic Compound Synthesis:
DMCP is used as an important building block in the synthesis of various organic compounds, due to its ability to introduce the dimethylcarbamoyl functional group into organic molecules, enhancing the properties and applications of these compounds.
Used in Chemical Research:
DMCP is utilized in chemical research for the development of new chemical reactions and the synthesis of novel compounds, given its reactivity and versatility as a chemical intermediate.

InChI:InChI=1/C8H10ClO3PS/c1-11-13(10,12-2)14-8-5-3-7(9)4-6-8/h3-6H,1-2H3

Upstream product

• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 121-45-9 phosphorous acid trimethyl ester 
• 106-54-7 p-Chlorothiophenol 
• 813-77-4 Dimethyl chlorophosphate 
• 96-36-6 methyl phosphite 
• 868-85-9 Dimethyl phosphite 
• 36198-87-5 dimethyl trimethylsilyl phosphite 
• 98-60-2 4-chlorobenzenesulfonyl chloride 
• 1679-18-1 4-Chlorophenylboronic acid 
• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 12127-74-1 tetramethylammonium O,O-dimethyl phosphorothioate 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 35337-68-9 4-Chloro-benzenethiol anion 

Relevant academic research and scientific papers

Phosphorothioate synthesis based on the redox reaction of phosphite with tellurium(IV) chloride

Phosphoric thiol esters are conveniently prepared by the treatment of phosphorous triesters with thiols in the presence of tellurium(IV) chloride in a redox-type reaction.

Tf2O/DMSO-Promoted P-O and P-S Bond Formation: A Scalable Synthesis of Multifarious Organophosphinates and Thiophosphates

A Tf2O/DMSO-based system for the dehydrogenative coupling of a wide range of alcohols, phenols, thiols, and thiophenols with diverse phosphorus reagents has been developed. This metal- and strong-oxidant-free strategy provides a facile approach to a great variety of organophosphinates and thiophosphates. The simple reaction system, good functional-group tolerance, and broad substrate scope enable the application of this method to the modification of natural products and the direct synthesis of bioactive molecules and flame retardants.

A green and efficient route for P ? S ? C bond construction using copper ferrite nanoparticles as catalyst: a TD-DFT study

Magnetic nanoparticles of CuFe2O4 were applied as catalyst system for one-pot thiophosphate synthesis via the reaction of aryl sulfonyl chlorides with H-phosphonates under conventional heating conditions. This is an extremely efficient and green method for thiophosphate synthesis under base- and solvent-free conditions. Various thiophosphates were obtained in good to excellent yields under the optimized reaction conditions in a short time. The catalyst can be easily recycled from the reaction by an external magnetic field and reused for the next run. In this study, TD-DFT B3LYP/6-31 + G(d) calculations are in good accord with the experimental results. A comparison between experimental and theoretical UV-vis absorption spectra of the thiophosphate 3k has been carried out; and a small hypsochromic shift (only ～ 2 nm) was displayed at maximum absorption. The aim of this work is to investigate the best method and basis set for thiophosphate compounds; therefore, predictions for these compounds can be performed in theoretical studies.

Practical Reagents and Methods for Nucleophilic and Electrophilic Phosphorothiolations

New late-stage phosphorothiolation methods are disclosed that allow the efficient transfer of SP(O)(OR)2 groups to diversely functionalized substrates using nucleophilic and electrophilic reagents. The nucleophilic reagent, tetramethylammonium O,O-dimethyl phosphorothioate, was synthesized in near-quantitative yield from Me3SiP(O)(OMe)2, elemental sulfur and Me4NF. Its umpolung with N-bromophthalimide provided the electrophilic reagent, O,O-dimethyl-S-(N-phthalimido)phosphorothioate. Complementary methods based on these reagents enable the phosphorothiolation of diversely functionalized alkyl halides, arenediazonium salts, arylboronic acids and electron-rich arenes in good yields under mild conditions. (Figure presented.).

Reactions of Disulfides with Silyl Phosphites to Generate Thiophosphates Under Neat Conditions

An efficient procedure for the synthesis of thiophosphates is described. Without using any metallic catalyst or base, the direct sulfur–phosphorus coupling reaction of disulfides and dialkyl trimethylsilyl phosphite (DTSP) was carried out under solvent-fr

Cu(II)/Proline-Catalyzed Reductive Coupling of Sulfuryl Chloride and P(O)-H for P-S-C Bond Formation

A considerably improved method for the Cu-catalyzed coupling of sulfuryl chloride with P(O)-H was described. Using commercially available l-proline as the ligand decreased the precatalyst loading, broadened the substrate scope and greatly promoted the efficiency of the coupling reaction. Moreover, gram-scale preparation, easy-to handle and recyclable catalyst featured this transformation.

K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites with thiophenols

Convenient, practical and economical phosphorylation of thiols has been achieved via halogen- and metal-free K2CO3-promoted aerobic oxidative cross-coupling of trialkyl phosphites, dimethyl phenylphosphonite, or methyl diphenylphosphinite with thiophenols using air as the oxidant at room temperature. This transformation provides a straightforward route to the construction of phosphorus-sulfur bonds with wide functional group compatibility, which affords phosphorothioates in up to 94% yield.

Preparation method of dialkoxyl phosphonothioate

The invention belongs to the technical field of organic synthesis and particularly discloses a preparation method of dialkoxyl phosphonothioate. The method comprises the steps of adding aryl sulfonyl chloride and dialkyl phosphite to an organic solvent, adding a copper salt catalyst and an L-proline ligand and reacting at 80-100 DEG C for 10-20h; and after reaction is completed, concentrating a reaction liquid, separating and purifying to obtain the dialkoxyl phosphonothioate. Cheap and available aryl sulfonyl chloride and dialkyl phosphite are taken as raw materials, an alkaline environment is not needed and a product is obtained only under the catalytic amount of copper salt and ligand. The substrate is wide in application range, simple in process, convenient to operate and wide in range, has relatively good productivity and is suitable for popularization and application; and the prepared product can be applied to multiple fields such as medicines and pesticides.

Iodine-catalyzed sulfenylation of H-phosphonates with diaryl disulfides under metal, base and solvent-free conditions

Background: Although the exploitation of facile and efficient preparation for S-aryl phosphorothioates has gained considerable interest, there is still great demand for the development of a direct, convenient and especially environmentally benign protocol

A S-aryl thiophosphate preparation method

The invention discloses a preparation method of S-aryl phosphorothioate. The preparation method comprises the following steps of (1) adding a copper catalyst, an aryl sulfonyl chloride and phosphite in an organic solvent, reacting for 12-24 h at a temperature of 60-150 DEG C and cooling to a room temperature to obtain a reaction liquid; and (2) concentrating the reaction liquid, separating and purifying to obtain S-aryl phosphorothioate. According to the preparation method of S-aryl phosphorothioate, a one-pot method is adopted; copper is used as the catalyst; economical and easily available aryl sulfonyl chloride and phosphite are used as the raw materials; and a coupling reaction is carried out directly to generate corresponding S-aryl phosphorothioate, without adding alkali in air. A synthetic system has a relatively wide application scope, is compatible with a plurality of groups such as alkoxy, aryl, halogen and acyloxy. The preparation method provided by the invention is simple in process, convenient for operations and mild in reaction conditions, has a wide substrate range and relatively high yield, and is suitable for popularization and application.