5848-75-9

Usage

Uses

Used in Pharmaceutical Industry:
2-[(Cyanomethyl)thio]acetonitrile is used as a synthetic intermediate for the development of pharmaceuticals. Its unique structure allows it to be a key component in the creation of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agricultural Chemical Industry:
In the agricultural sector, 2-[(Cyanomethyl)thio]acetonitrile serves as an intermediate in the synthesis of agricultural chemicals. Its properties make it suitable for the production of compounds that can be used in pest control and crop protection, thereby supporting agricultural productivity.
Used as a Building Block in Organic Chemistry:
Beyond its applications in specific industries, 2-[(Cyanomethyl)thio]acetonitrile is also utilized as a building block in the preparation of a wide range of organic compounds. Its reactivity and functional groups make it a valuable precursor in organic synthesis, facilitating the creation of diverse chemical entities.
Safety Considerations:
Given its potential toxicity, 2-[(Cyanomethyl)thio]acetonitrile must be handled and stored with extreme caution. Adherence to all proper safety protocols is essential to mitigate risks associated with its use in research and industrial applications.

InChI:InChI=1/C4H4N2S/c5-1-3-7-4-2-6/h3-4H2

Upstream product

• 107-14-2 chloroacetonitrile 
• 14618-65-6 thiodiglcollic acid bis-amide 
• 16687-42-6 ammonium thiocarbamate 

Downstream Products

• 4874-79-7 4,4'-diphenyl-2,2'-(2-thia-propane-1,3-diyl)-bis-thiazole 
• 70541-97-8 5-Cyano-3,4-dimethylthiophene-2-carboxamide 

Relevant academic research and scientific papers

Enzyme-promoted desymmetrisation of prochiral bis(cyanomethyl) sulfoxide

Prochiral bis(cyanomethyl) sulfoxide has been successfully transformed into the corresponding optically active mono amide and mono acid with enantiomeric excesses ranging from low (10%) to very high (up to 99%) using a broad spectrum of nitrilehydrolysing

Synthesis and characterization of thiophene-derived amido bis-nitrogen mustard and its antimicrobial and anticancer activities

The thiophene-derived amido bis-nitrogen mustard N2,N 2,N5,N5-tetrakis(2-chloroethyl)-3,4- dimethylthiophene-2,5-dicarboxamide was designed and synthesized via five-step reactions from commercially available 2-chloroacetonitrile. This target compound was confirmed by 1H NMR, 13C NMR, MS, IR spectra and elemental analyses, and its structure was further characterized by X-ray single-crystal analysis. The biological activities for the title compound and some intermediates were evaluated in vitro for their antibacterial, antifungal and cytotoxic activities. The preliminary results showed that the title compound could inhibit efficiently the growth of the tested microorganisms including drug-resistant bacteria MRSA to some extent. Moreover, the target compound was found to be effective against prostatic carcinoma cell line (PC-3), breast carcinoma cell line (MCF-7), colon carcinoma (LoVo) and lung cancer (A549). Especially, it gave selective antitumor efficacy against prostatic carcinoma cell line (PC-3) at a low dose.

Efficient synthesis of 2,5-dicarbonyl derivatives of 3,4-ethylenedithiothiophene (EDTT) via addition-elimination reaction

Derivatives of 3,4-ethylenedithiothiophene (EDTT) are reported starting from tetrabromothiophene. Selective 2,5-dilithiation followed by reaction with a range of aldehydes gives diols as mixtures of diastereomers. Only the 2 and 5 positions in thiophene react leaving the 3,4-bromides for further elaboration. The diols are oxidised to their corresponding diketones using activated MnO2. Reaction with 1,2-ethanedithiol, by addition-elimination, provides access to novel monomers for the preparation of conjugated copolymers of 3,4-ethylenedithiothiophene (EDTT). A range of these monomers can be attained by applying the synthesis of a series of ketones applicable to further synthesis of π-extended thiophene-based organic semiconductors. Finally, this new route was compared to 3,4-ethylenedioxythiophene (EDOT) dialdehyde derivatives synthesised by an alternative to literature chemistry.

Synthesis and biological evaluation of novel benzimidazole derivatives and their binding behavior with bovine serum albumin

A series of novel benzimidazole derivatives were synthesized and characterized by 1H NMR, 13C NMR, MS, IR and HRMS spectra. All the new compounds were screened for their antimicrobial activities in vitro by two-fold serial dilution t

Synthesis of the First Thienothiophene Stabilized Only by Electronic Effects

The stable, crystalline 1,3-dibromo-4,6-dicyanothienothiophene (3a) has been synthesized.This is the first example of a thienothiophene stabilized solely by electronic effects.The dicarbomethoxy dibromo analog 3b and the tetrabromo analog 3c were also generated and found to be considerably less stable.

Thiodialkylenyl-5-bistetrazoles and Thiouronium Salts as Potential Slow Acting Anticancer Agents

A series of Thiodialkylenyl-5-bistetrazoles and Thiouronium salts have been synthesised.The above compounds in comparison with thiodiglycollic and thiodipropionic acids and thiophene-2,5-bisdimethylenylthiouronium dichloride are expected to have prolonged anticancer effect in vivo.

Regiochemistry and reactivity in the chlorination of sulfides

Huheey's original method for the calculation of substituent electronegativities is modified so that isomeric groups have different electronegativities.The modified form of Huheey's method is then employed to show that our previously published method for anticipating regiochemistry in asymmetric sulfide chlorination, i.e., ΔXP calculations for the α and α' substituents in the sulfide substrates, is successful in all fifty known cases.A new reactivity function (RP) is defined, for the sulfenium ion intermediates, which permits one to anticipate when substrates become inert to chlorine in exhaustive chlorinations conducted in aprotic media.