58391-87-0

Basic information

• Product Name: Allyl isosulphocyanate
• Synonyms: Ai3-15283
• CAS NO: 58391-87-0
• Molecular Formula: C4H5NS
• Molecular Weight: 0
• Mol File: 58391-87-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Allyl isosulphocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: Allyl isosulphocyanate(58391-87-0)
• EPA Substance Registry System: Allyl isosulphocyanate(58391-87-0)

Safety Data

• Hazardous Substances Data: 58391-87-0(Hazardous Substances Data)

Upstream product

• 506-68-3 bromocyane 
• 6937-97-9 allyl(benzyl)sulfide 
• 764-49-8 allyl thiocyanate 
• 109-57-9 Allylthiourea 
• 103-71-9 phenyl isocyanate 
• 1701-93-5 silver thiocyanate 
• 106-95-6 allyl bromide 
• 75-15-0 carbon disulfide 
• 107-11-9 1-amino-2-propene 
• 333-20-0 potassium thioacyanate 
• 541-41-3 chloroformic acid ethyl ester 
• 44602-38-2 allyl-dithiocarbamic acid 
• 4873-09-0 allyl tosylate 
• 7732-18-5 water 

Downstream Products

• 105788-30-5 3-allyl-5-(3-nitro-benzylidene)-2-thioxo-thiazolidin-4-one 
• 77563-68-9 1-allyl-3-cyclohexylthiourea 
• 39091-61-7 N'-allyl-N-hydroxy-N-phenyl-thiourea 
• 41041-34-3 3-phenyl-N-2-propenyl-2-propenamide 
• 101168-57-4 N-allyl-N'-(4-phenylazo-phenyl)-thiourea 
• 861797-24-2 allylcarbamoylsulfanyl-diphenyl-acetic acid 
• 19318-79-7 N',N'''-diallyl-N,N''-o-phenylene-bis-thiourea 
• 17073-22-2 N-allyl-N'-(2-hydroxy-phenyl)-thiourea 
• 96636-13-4 4-allyl-1-(toluene-4-sulfonyl)-thiosemicarbazide 
• 14255-77-7 N-allyl-N'-m-tolyl-thiourea 
• 114710-70-2 N¹-<4-(p-chlorophenyl)-2-thiazolyl>-N²-allylthiourea 
• 114710-71-3 N¹-<4-(p-methoxyphenyl)-2-thiazolyl>-N²-allylthiourea 
• 74047-98-6 3-phenyl-2-chloropropylisothiocyanate 
• 113984-95-5 1-Allyl-3-(4-chloro-thiobenzoyl)-thiourea 

Relevant articles and documents

4-Alkyl-1,2,4-triazole-3-thione analogues as metallo-β-lactamase inhibitors

In Gram-negative bacteria, the major mechanism of resistance to β-lactam antibiotics is the production of one or several β-lactamases (BLs), including the highly worrying carbapenemases. Whereas inhibitors of these enzymes were recently marketed, they only target serine-carbapenemases (e.g. KPC-type), and no clinically useful inhibitor is available yet to neutralize the class of metallo-β-lactamases (MBLs). We are developing compounds based on the 1,2,4-triazole-3-thione scaffold, which binds to the di-zinc catalytic site of MBLs in an original fashion, and we previously reported its promising potential to yield broad-spectrum inhibitors. However, up to now only moderate antibiotic potentiation could be observed in microbiological assays and further exploration was needed to improve outer membrane penetration. Here, we synthesized and characterized a series of compounds possessing a diversely functionalized alkyl chain at the 4-position of the heterocycle. We found that the presence of a carboxylic group at the extremity of an alkyl chain yielded potent inhibitors of VIM-type enzymes with Ki values in the μM to sub-μM range, and that this alkyl chain had to be longer or equal to a propyl chain. This result confirmed the importance of a carboxylic function on the 4-substituent of 1,2,4-triazole-3-thione heterocycle. As observed in previous series, active compounds also preferentially contained phenyl, 2-hydroxy-5-methoxyphenyl, naphth-2-yl or m-biphenyl at position 5. However, none efficiently inhibited NDM-1 or IMP-1. Microbiological study on VIM-2-producing E. coli strains and on VIM-1/VIM-4-producing multidrug-resistant K. pneumoniae clinical isolates gave promising results, suggesting that the 1,2,4-triazole-3-thione scaffold worth continuing exploration to further improve penetration. Finally, docking experiments were performed to study the binding mode of alkanoic analogues in the active site of VIM-2.

HIGH-PURITY ISOTHIOCYANATE COMPOUND PREPARATION METHOD FOR INDUSTRIAL PRODUCTION

The present invention provides a high-purity isothiocyanate compound preparation method for industrial production. Specifically, in the method, organic amine and CS2 are used as raw materials to prepare the thiocarbamate, and then desulfurization is carried out, and the high-purity isothiocyanate compound is obtained by using purification, post-processing and other methods. The method in the present invention is suitable for industrial production, is simple in the post-processing, has a high yield rate, and allows the product to have a high purity, and is suitable for the production of the isothiocyanate compound in the pharmaceutical industry.

Synthesis method for high purity allyl isothiocyanate and cosmetic composition comprising high purity allyl isothiocyanate

The present invention relates to a synthesis method for a high-purity allyl isothiocyanate compound, and a functional cosmetic composition containing the allyl isothiocyanate compound according to the synthesis method as an active ingredient. More particularly, as it has been confirmed that the purity of allyl isothiocyanate synthesized through a three-step synthesis method using allylamine as a starting material is 99%, high-purity allyl isothiocyanate synthesized by the synthesis method may be provided as a functional cosmetic composition for preventing or ameliorating atopic dermatitis or acne.COPYRIGHT KIPO 2020

Preparation method of allyl isothiocyanate

The invention discloses a method for preparing allyl isothiocyanate. The preparation method of allyl isothiocyanate is divided into two steps of allyl isothiocyanate synthesis and allyl isothiocyanaterectification. According to the present invention, the allyl isothiocyanate is synthesized under the solvent condition, the allyl isothiocyanate synthesis process has advantages of mild reaction, lowtemperature, simple operation, no wastewater and the like, the organic solvent is firstly removed during the rectification process, and then rectification is performed to obtain the qualified allyl isothiocyanate standard product.

Preparation method of isothiocyano compound

The invention discloses a preparation method of an isothiocyano compound. An ammonium thiocyanate, sodium thiocyanate or potassium thiocyanate water solution and a halide are used as raw materials, and an isothiocyano compound is synthesized under the action of a phase transfer catalyst. The requirements that the thiocyanate radical in each batch of reaction is excessive by 10% and the yield is high are met, the purpose that the concentration of thiocyanic acid in wastewater is very low is realized, complex wastewater treatment equipment and treatment operation are avoided, and environmental protection pressure is reduced. The preparation method is a green preparation method, and solves the problems of extremely difficult degradation and high biotoxicity of thiocyanate-containing wastewater in conventional isothiocyano compound production. The method is simple to operate and is suitable for industrial production.

Na2S2O8-mediated efficient synthesis of isothiocyanates from primary amines in water

We have developed two green, practical, and efficient procedures, including a one-pot one, to synthesize isothiocyanates from amines and carbon disulfide via desulfurization with sodium persulfate. Water is used as the solvent. Basic conditions are necessary for good chemoselectivity for isothiocyanates. Structurally diverse linear and branched alkyl amines and aryl amines are readily converted to isothiocyanates by the two procedures in satisfactory yields. Halogens, benzylic C-H bonds, methylthio, nitro, ester, alkenyl, electron-rich or -deficient (hetero)aryls, acetylenyl, and even phenolic and alcoholic hydroxyls are well tolerated. The one-pot procedure in water can also be used to realize the preparation of chiral isothiocyanates from chiral amines, and the modification of bioactive structures with free amino groups. In large-scale preparation, simple and practical purification procedures independent of column chromatography are developed.

A pharmaceutical intermediate propenyl thiourea synthesis method (by machine translation)

A pharmaceutical intermediate propenyl thiourea synthesis method, comprises the following steps: in the reaction container by adding 5 L sodium chloride solution, 4 μM of 3 - methyl isobutyl ketone sulfur cyanic acid benzene, raising the temperature of the solution to 60 - - 65 °C, adding 5 — 6 μM of acrylamide and 6 L acetone solution, reflux 90 - 120 min, layered, take out the oil layer, potassium bromide solution for washing 5 — 7 times, be propylene isothiocyanate, desiccant dehydration, filtering, the filtrate is distilled under reduced pressure, collecting 80 — 86 °C fraction, obtained propylene thiocyanate; the resulting thiocyanate of propylene added to the 5 — 6 μM benzene acetamide, adding 2 L aqueous solution, raising the temperature of the solution to 50 — 60 °C, reaction 50 — 70 min, reduce the temperature of the solution to 10 — 15 °C, separating out crystal, filtering, washing toluene solution, butanone solution washing, dehydrating agent dehydration, to get finished propenyl thiourea. (by machine translation)

Synthesis of novel dithiocarbamates and xanthates using dialkyl azodicarboxylates: S–N bond formation

A one?pot three?component route for the synthesis of a novel category of dithiocarbamates or xanthates is developed by a reaction of in-situ generated dithiocarbamic acids or xanthates with dialkyl azodicarboxylates under mild and catalyst-free conditions. The reaction is characterized by a wide scope, high efficiency and straightforward isolation protocol. The synthetic utility of the dithiocarbamates and xanthates was demonstrated on the preparation of symmetrical and unsymmetrical thioureas, isothiocyanates, and thiocarbamates.

T3P - A Benign Desulfurating Reagent in the Synthesis of Isothiocyanates

A number of alkyl, aryl and bifunctional isothiocyanates are obtained in moderate to high yields (41-94%) in a two-step, one-pot reaction of the parent primary amines or their salts with carbon disulfide, followed by reaction of the thus formed dithiocarbamates with T3P (propane phosphonic acid anhydride) as a new and efficient desulfurating agent.

Synthesis of 2-sulfanylidene-1,3-thiazolidin-4-one derivatives

Three-component condensation of primary amines with carbon disulfide and dialkyl maleates afforded the corresponding alkyl (3-R-4-oxo-2-sulfanylidene-1,3-thiazolidin-5-yl)acetates whose structure was confirmed by independent synthesis and IR and 1/s