98041-44-2

Usage

Uses

Used in Organic Synthesis:
2-IODOPHENYL ISOTHIOCYANATE is used as a key intermediate for the synthesis of a wide range of organic compounds. Its reactivity allows it to participate in various chemical reactions, such as nucleophilic addition, substitution, and coupling reactions, enabling the formation of diverse organic molecules with potential applications in different industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-IODOPHENYL ISOTHIOCYANATE is utilized as a building block for the development of new drugs and therapeutic agents. Its unique structure can be incorporated into drug molecules to impart specific biological activities or to enhance the pharmacokinetic properties of the resulting compounds. This makes it a valuable tool in the design and synthesis of novel pharmaceuticals with improved efficacy and safety profiles.
Used in Chemical Research:
2-IODOPHENYL ISOTHIOCYANATE is also employed as a research tool in chemical laboratories. Its versatile reactivity and compatibility with various functional groups make it an ideal candidate for studying reaction mechanisms, exploring new synthetic methodologies, and developing innovative chemical processes. This contributes to the advancement of chemical science and the discovery of new chemical entities with potential applications in various fields.

InChI:InChI=1/C7H4INS/c8-6-3-1-2-4-7(6)9-5-10/h1-4H

Upstream product

• 463-71-8 thiophosgene 
• 615-43-0 2-iodophenylamine 
• 2926-29-6 Langlois reagent 

Downstream Products

• 52550-99-9 1,3-bis-(2-iodo-phenyl)-thiourea 
• 62635-52-3 N-(2-iodo-phenyl)thiourea 
• 127142-34-1 C₁₅H₁₅IN₆S₂ 
• 105362-90-1 3-Amino-2-(2-iodo-phenylamino)-3H-quinazolin-4-one 
• 7553-56-2 iodine 
• 769968-26-5 trans-[Pd(C₆H₄N=C=S-2)I(PPh₃)2] 
• 4276-60-2 2-(phenylthio)benzothiazole 
• 23019-08-1 phenyl 2-benzothiazolyl ether 
• 1225513-76-7 4-amino-3-(o-iodophenyl)-2-thioxo-2,3-dihydro-1,3-thiazole-5-carbonitrile 
• 1224507-82-7 C₁₁H₁₃IN₂S 
• 1224507-79-2 C₁₂H₁₅IN₂S 
• 1224507-76-9 C₁₀H₈IN₃S₂ 
• 1224507-81-6 C₁₇H₁₈IN₃S 
• 1224507-72-5 C₁₅H₁₅IN₂OS 

Relevant academic research and scientific papers

Organophosphine-free copper-catalyzed isothiocyanation of amines with sodium bromodifluoroacetate and sulfur

A copper-catalyzed isothiocyanation of amines with sodium bromodifluoroacetate and sulfur in the absence of organophosphine has been established. This approach represents a simple and efficient one-pot synthesis of isothiocyanates, and features excellent functional group tolerance and the use of a cheap, safe and odorless sulfur source. Moreover, this process could directly provide isothiocyanate analogous bioactive molecules, thiocarbonyl-containing pesticides and facile construction of benzoxazole and benzimidazole frames.

Isothiocyanate synthesized by three components and preparation method of isothiocyanate

The invention discloses isothiocyanate and a preparation method thereof. The method comprises the steps that primary amine, sodium difluorobromoacetate and elemental sulfur are taken as reactants forreaction; the reaction is carried out under the action of a copper catalyst, wherein the copper catalyst is any one of cuprous chloride, copper bromide, cuprous iodide, copper chloride and copper trifluoromethanesulfonate; an alkali is also added, wherein the alkali is any one of sodium bicarbonate, potassium carbonate, cesium carbonate, potassium phosphate, DABCO and sodium tert-butoxide; the whole reaction is carried out in a solvent, wherein the solvent is acetonitrile or dimethyl sulfoxide, the reaction temperature is 80-120 DEG C, and the reaction time is 10-14 hours. The method can directly synthesize the target product, does not need to separate intermediate products and only needs stirring and heating reaction under normal pressure to obtain the target product, and the yield can beup to 87%; a waste solution is fewer during the reaction, and the method protects the environment and ensures the health of an operator; in addition, a series of isothiocyanate derivatives can be prepared, and the method has a stronger substrate universality.

Direct, Microwave-Assisted Synthesis of Isothiocyanates

A microwave-assisted desulfuration of readily available dithiocarbamates, formed in situ from primary amines, leading to target isothiocyanates has been developed. This efficient protocol provides a rapid, environmentally benign route to aliphatic and aromatic isothiocyanates.

Isothiocyanation of amines using the Langlois reagent

The Langlois reagent was found to be effective for the isothiocyanation of primary amines in the presence of copper iodide and diethyl phosphonate.

Synthesis, structure-activity relationship and binding mode analysis of 4-thiazolidinone derivatives as novel inhibitors of human dihydroorotate dehydrogenase

A series of 4-thiazolidinone derivatives were synthesized and evaluated as novel human dihydroorotate dehydrogenase (hDHODH) inhibitors. Compounds 26 and 31 displayed IC50 values of 1.75 and 1.12 μM, respectively. The structure-activity relationship was summarized. Further binding mode analysis revealed that compound 31 could form a hydrogen bond with Tyr38 and a water-mediated hydrogen bond with Ala55, which may be necessary for maintaining the bioactivities of the compounds in this series. Further structural optimization of the para- or meta-position of the phenyl group at R will lead to the identification of more potent hDHODH inhibitors.

Facile and versatile synthesis of alkyl and aryl isothiocyanates by using triphosgene and cosolvent

A mild and efficient method for the conversion of alkyl and aryl amines to isothiocyanates via dithiocarbamates has been developed using (CH 3)2CO-CS2 as co-solvent and triphosgene as dehydrosulfurization reagent. High yields, mild reaction conditions and excellent functional group compatibility make it become a versatile synthetic method for the preparation of isothiocyanates compared with reported methods. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

Diversity-orientated synthesis of 3,5-bis(arylamino)pyrazoles

The synthesis of differentially-substituted 3,5-bis(arylamino)pyrazoles has not yet been documented. During our investigation, we managed to develop a novel, entirely combinatorial synthesis of 3,5-bis(arylamino)pyrazoles relying on a simple one-pot two-step operation.