14214-31-4

Usage

Uses

Used in Pharmaceutical Industry:
2-chloro-3-isothiocyanato-prop-1-ene is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 2-chloro-3-isothiocyanato-prop-1-ene is used as a precursor in the production of herbicides and pesticides. Its reactive nature allows for the creation of effective compounds that can control and manage unwanted plant growth and pests.
Used in Chemical Synthesis:
2-chloro-3-isothiocyanato-prop-1-ene is utilized as a versatile building block in the synthesis of a wide range of organic chemicals. Its ability to participate in various chemical reactions makes it a valuable asset in the development of new chemical entities for various applications.

InChI:InChI=1/C4H4ClNS/c1-4(5)2-6-3-7/h1-2H2

Upstream product

• 78-88-6 2,3-Dichloroprop-1-ene 
• 333-20-0 potassium thioacyanate 
• 302-04-5 Thiocyanate 
• 540-72-7 sodium thiocyanide 

Downstream Products

• 122279-55-4 N-(2-chloro-allyl)-benzamide 
• 192723-46-9 (2-chloro-allyl)-dithiocarbamic acid benzyl ester 
• 105827-91-6 α-Cl-β-thiazolyl chloride 

Relevant academic research and scientific papers

Tower reactor preparation 2 chloro -5 chloro - methylthiazole

The invention relates to the technical field 2 chlorine -5 chlorine - methylthiazole preparation, in particular to a tower reactor for preparing 2 chloro -5 chloro - methylthiazole, which comprises the following steps: S1. The sodium thiocyanate and the catalyst tetrabutylammonium bromide are added into the tower reactor, and then are metered into 2, 3 - dichloropropene and toluene respectively, stirred and heated to reflux. S2, followed by addition of tetrabutylammonium bromide, and isomerization reaction was performed after the temperature increase, and after completion of the reaction, negative pressure distillation was performed to obtain 2 - chloroallyl isothiocyanate. To the method, pollution to the environment can be reduced, hydrogen chloride gas generated in the reaction process can be reused, and the problem that the color of the product 2 chlorine -5 chlorine - methyl thiazole is too deep can be solved.

Continuous synthesis method of 2-chloro-3-isothiocyano-1-propylene

The invention discloses a continuous synthesis method of 2-chloro-3-isothiocyano-1-propylene. The continuous synthesis method comprises the following steps: firstly, continuously pumping reaction materials including 2,3-dichloropropene, a thiocyanate solution and a catalyst into a reaction mixer through a metering pump according to a preset proportion, continuously reacting to generate 2-chloro-3-isothiocyano-1-propylene to obtain a reaction solution, and overflowing the reaction solution into a heat preservation kettle for heat preservation to generate a reaction product, wherein the catalystis at least one of polyethylene glycol-400, triethyl benzyl ammonium chloride and tetrabutyl ammonium hydroxide. According to the invention, the yield is not influenced by changing the catalyst or adjusting the dosage of the catalyst by continuously and simultaneously dropwise adding the reaction; compared with an existing process, the method has the advantages that the product quality, the product yield and the like are greatly improved by 15% or above, the production cost is further reduced, the production process is safe and controllable, and thus the green, environment-friendly and safe industrial production process is achieved.

Thiamethoxam production method and extractant

The invention provides a thiamethoxam production method and an extractant, belongs to the technical field of pesticides, particularly provides an extractant taking ethylene glycol salicylate as a complexing agent, and also provides a composite extractant. The extractant comprises a complexing agent and a diluent, and the complexing agent comprises the ethylene glycol salicylate and P204, wherein the extraction ratio of ethylene glycol salicylate to P204 is 1:1.5 to 1:2. The ethylene glycol salicylate used as the complexing agent and -N- of thiamethoxam have strong ion association to generate an ion extract with the same structure, so that the distribution ratio is increased; and when the extractant and the P204 are used for composite extraction, hydrogen bond association of the strong electron withdrawing group nitro -NO2 of thiamethoxam and -OH of P204 can be promoted, and when the extraction ratio of ethylene glycol salicylate to the P204 extractant is 1:(1.5-2), the distribution ratio can be synergistically increased, and the extraction rate is increased.

Thiamethoxam and uses thereof

A crystalline form of 3-(2-chloro-1,3-thiazol-5-ylmethyl)-5-methyl 1,3,5-oxadiazinan-yledene (nitro)amine (thiamethoxam) is provided. The crystalline form exhibits an X-ray powder diffraction pattern having characteristic peaks (expressed in degrees 2?? +/- 0.2?° ??) at one or more of the following positions: 6.09, 15.37, 17.83, 18.43, 20.86, 22.01, 26.95 and 27.84, and an Infrared (IR) spectrum having characteristic peaks at about 2933.62, 2161.78 and 1593.88 cm-1. A method of preparing the crystalline form comprises crystallizing 3-(2-chloro-1,3-thiazol-5-ylmethyl)-5-methyl-1,3,5-oxadiazinan -4-yledene (nitro)amine (thiamethoxam) from a solvent system comprising a solvent selected from an alcohol, a glycol, an ether, a ketone, an ester, an amide, a nitrile, an aliphatic or aromatic hydrocarbon, or mixtures thereof; and isolating the resulting crystals. The exemplified solvents are methanol, ethanol, 1-propanol, ethylene glycol, toluene and xylene.

Clean and environment-friendly production process of 2-chloro-5-chloromethylthiazole

The invention relates to a clean and environment-friendly production process of 2-chloro-5-chloromethylthiazole, which comprises the following steps: dissolving sodium thiocyanate in water, dropwiselyadding 2, 3-dichloropropene, carrying out heat preservation reaction after the dropwisely adding is completed, washing the obtained material with water, layering, and distilling to obtain an intermediate product 2-chloropropenyl isothiocyanate; dissolving the intermediate product in dichloroethane, dropwise adding sulfonyl chloride for the first time at the temperature of 30-60 DEG C, carrying out heat preservation reaction after dropwise adding is finished, degassing, desolventizing and cooling the obtained material, dropwise adding sulfonyl chloride for the second time, carrying out heat preservation reaction after dropwise adding for the second time, adding a stabilizer into the obtained material, and distilling to obtain 2-chloro-5-chloromethylthiazole. According to the invention, a pure byproduct sodium chloride is obtained, and the problem of high ammonia-nitrogen wastewater is solved. Due to the fact that the sulfonyl chloride is appropriate in use amount and is added in two times, by-products of sulfur dioxide and hydrogen chloride gas are reduced, the problem of environmental pollution is solved, and the production process is mild in reaction condition, small in toxicity,high in yield and purity and environmentally friendly.

PROCESS FOR THE PREPARATION OF THIAMETHOXAM

There is disclosed the use of a solvent system comprising a C1 to C4 alcohol, a substituted benzene derivative bearing two or more C1 to C4 alkyl substituents, or a mixture thereof in the preparation of a crystalline form of 3-(2-chloro-1, 3-thiazol-5-yl methyl)-5-methyl-1, 3, 5-oxadiazinan-4-yledene (nitro) amine (thiamethoxam). Crystalline thiamethoxam prepared in this way exhibits a significantly improved stability, in particular a resistance to photolysis, compared with crystalline thiamethoxam prepared using other solvents.

Synthetic method of 1- isothiocyano-2-chloro-2-propylene

The invention discloses a synthetic method of 1-isothiocyano-2-chloro-2-propylene. The synthetic method comprises the following steps: dissolving soluble thiocyanate and 2,3-dichloropropene in an organic solvent; heating the mixture; and carrying out a reaction to obtain the 1-isothiocyano-2-chloro-2-propylene. The synthetic method is simple in process, short in reaction path, low in cost and highin yield, and the molar yield is greater than 99.5% (related to dichloropropene). The process is reasonable in design, the course is safe and controllable, a waste water process is cancelled, and thecost of treating sewage is saved.

Synthesis method of chloromethyl thiazole

The invention discloses a synthesis method of chloromethyl thiazole, and 1-isothiocyano-2-chlorine-2-propylene and chlorine are taken as the raw materials to react to obtain chloromethyl thiazole. Theprocess is simple, the reaction route is short, the cost is low, the yield is high, the molar yield is up to 99% (compared with dichloropropene), the process design is reasonable, the process is safeand controllable, no wastewater process is used, and the cost for treating wastewater is reduced.

METHOD OF PRODUCING THIAMETHOXAM

A process for the preparation of thiamethoxam: is provided, which process comprises reacting 3-methyl-N-nitro- 1,3,5,oxadiazinan-4-imine: with 2-chloro-5-chloromethyl thiazole: in the presence of a solvent system comprising dimethylformamide (DMF), a phase transfer catalyst and a base.

Synthesis and Herbicidal Activity of 2-Cyano-3-(2-chlorothiazol-5-yl)methylaminoacrylates

A series of 2-cyano-3-(2-chlorothiazol-5-yl)methylaminoacrylates were synthesized as herbicidal inhibitors of PSII electron transport. All of these compounds exhibited good herbicidal activities. In particular, (Z)-ethoxyethyl 2-cyano-3-isopropyl-3-(2-chlorothiazol-5-yl)methylaminoacrylate showed excellent herbicidal activities even at a dose of 75 g/ha. A suitable group at the 3-position of acrylate was essential for high herbicidal activity. 2-Cyanoacrylates containing a 2-chloro-5-thiazolyl group are a novel class of herbicides and display herbicidal activities comparable to existing analogues bearing chloropyridyl or chlorophenyl.