1520-70-3

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 1700, 1984 DOI: 10.1021/jo00184a006

InChI:InChI=1/C2H7NO2S/c1-2-6(3,4)5/h2H2,1H3,(H2,3,4,5)

Upstream product

• 594-44-5 Ethanesulfonyl chloride 
• 594-43-4 ethyl methyl sulfone 
• 89556-99-0 N-(t-Butyl)ethanesulfonamide 
• 3144-09-0 methanesulfonamide 
• 74-88-4 methyl iodide 
• 7664-41-7 ammonia 
• 120344-44-7 N-benzylethane-1-sulfonamide 
• 287952-11-8 methyl [[4-[4-(trifluoromethyl)phenoxy]-1-piperidinyl]sulfonyl]acetate 

Downstream Products

• 90227-54-6 N-cyclohexylethanesulfonamide 
• 76-16-4 Hexafluoroethane 
• 754-03-0 ethanesulfonyl fluoride 
• 335-05-7 Trifluoromethanesulfonyl fluoride 
• 354-87-0 pentafluoroethanesulfonyl fluoride 
• 280750-90-5 (2-isopropylphenyl)[2-nitro-4-(E-(((3-ethanesulfonylaminocarbonyl)piperidin-1-yl)carbonyl)ethenyl)phenyl]sulfide 
• 877274-18-5 C₃₁H₃₅N₃O₅S 
• 410544-97-7 N-(4-fluorobenzyl)-8-hydroxy-5-[methyl(methylsulfonyl)amino]-1,6-naphthyridine-7-carboxamide 
• 195524-92-6 2-(2-fluoro-4-cyano-5-ethylsulphonylamino-phenyl)-1,2,4-triazine-3,5(2H,4H)-dione 
• 186142-49-4 2-(4-cyano-2-fluoro-5-ethylsulphonylamino-phenyl)-4-chloro-5-dimethylamino-pyridazin-3-one 

Relevant academic research and scientific papers

Syntheses, crystal structure and spectroscopic characterization of bis(dithiocarbimato)-nickel(II)-complexes: A new class of vulcanization accelerators

The compounds (Ph4P)2[Ni(RSO2NCS 2)2] [Ph4P+= tetraphenylphosphonium cation; R = CH3 (1b), CH3CH2 (2b), CH 3(CH2)3/su

Nickel complexes with phosphines and N-R-sulfonyldithiocarbimates ligands: New antifungals for the control of Hemileia vastatrix and Phakopsora pachyrhizi

Nickel(II) complexes of general formula [Ni(RSO2N = CS2)(PPh3)2] (2a–h) or [Ni(RSO2N = CS2)dppe] (3a–h), where R = methyl (a), ethyl (b), butyl (c), octyl (d), phenyl (e), 4-isopropylphenyl (f), 4-tert-butylphenyl (g), 2-naphthyl (h), PPh3 = triphenylphosphine and dppe = 1,2-bis(diphenylphosphine)ethane were prepared, from which six are new substances (2f–h and 3f–h). The new compounds were characterized by elemental analysis of C, H, N and Ni, and by IR, UV–Vis and 1H, 13C and 31P NMR spectroscopies. The data were consistent with the formation of square planar nickel(II) complexes with mixed ligands, what was confirmed by single crystal X-ray diffraction studies on compounds 2f and 2h. These complexes present intramolecular Ni–H–C anagostic interactions. All complexes inhibited the germination of Hemileia vastatrix and Phakopsora pachyrhizi, the causal agents of devastating diseases on soybean and coffee cultures. The most active compounds presented IC90 values as low as 405 μM against H. vastatrix, and 280 μM against P. pachyrhizi. Thus, the title compounds are target molecules for the development of new agrochemicals against the Asian soybean rust and Coffee leaf-rust diseases.

The coordination chemistry of sulfonyl-substituted thioureas towards the d8 metal centres platinum(II), palladium(II), nickel(II) and gold(III)

Reactions of the complexes cis-[PtCl2(PPh3)2], [PtCl2(dppp)] (dppp = Ph2P(CH2)3PPh2), [MCl2(dppe)] (dppe = Ph2P(CH2)2PPh2, M = Ni, Pd), [PdCl2(bipy)] (bipy = 2,2′-bipyridine) and [AuCl2(bp)] (bp = cyclometallated 2-benzylpyridine) with p-TolSO2NHC(S)NHPh and Et3N in refluxing methanol gave a series of new thiourea complexes containing the ligand bound as a dianion through the S and the NPh groups. The related thioureas RSO2NHC(S)NHPh (R = Me, Et) and p-TolSO2NHC(S)NHCH2CH=CH2 were also reacted with cis-[PtCl2(PPh3)2] to form the corresponding complexes [Pt{RSO2NC(S)NPh}(PPh3)2] and [Pt{TolSO2NC(S)NCH2CH=CH2}(PPh3)2] respectively. X-ray structure determinations were carried out on the thiourea MeSO2NHC(S)NHPh and its platinum complex [Pt{MeSO2NC(S)NPh}(PPh3)2], as well as [Pt{TolSO2NC(S)NPh}(PPh3)2]. Both complexes form the distal isomer with a remote NSO2R group, and no evidence was observed for isomerisation of these platinum complexes in solution. The palladium complexes [Pd{TolSO2NC(S)NPh}L2] [L2 = Ph2PCH2CH2PPh2 (dppe), or 2,2′-bipyridine (bipy)] undergo decomposition in solution to form the sulfide-bridged aggregates [Pd3S2(L2)3]2+, identified by ESI MS and 31P NMR.

Synthesis, characterization, and antifungal activity of novel (Z)-N-(2-cyano-3-phenylprop-2-en-1-yl)-alkyl/aryl-sulfonamides derived from a Morita-Baylis-Hillman adduct

A series of allyl sulfonamides prepared from the reaction of the Morita-Baylis-Hillman adduct 2-[hydroxy(phenyl)methyl]acrylonitrile with primary sulfonamides (RSO2NH2), where R = C6H 5 (1), 4-FC6H4 (2), 4-ClC6H 4 (3), 4-BrC6H4 (4), 4-NO2C 6H4 (5), CH3 (6), CH3CH2 (7), CH3(CH2)3 (8), and CH3(CH 2)7 (9), were characterized by IR, 1H and 13C NMR spectroscopies, mass spectrometry and elemental analyses. BLYP/6-31G* calculations suggested stereoselective reactions, resulting in the exclusive formation of the thermodynamically more stable Z-products. The Z-configuration of the products was confirmed by NOE difference spectroscopy and single crystal X-ray diffraction measurements. The allyl sulfonamides were active against Colletotrichum gloeosporioides, an important agent of anthracnose in plants.

A reversible safety-catch method for the hydrogenolysis of N-benzyl moieties

The benzyl groups of β-hydroxy-N-benzyl sulfonamides are labile toward hydrogenolysis-unlike N-benzyl sulfonamides lacking the β-hydroxy moiety. We find that N-acyl-N-benzyl sulfonamides undergo hydrogenolysis under very mild conditions. Based upon these observations, we developed a reversible safety-catch method using tert-butoxycarbonyl moieties to activate N-benzyl sulfonamides toward hydrogenolysis. We also explored the utility of the safety-catch activation method for other nitrogen-based functionality such as N-benzyl carboxamides, imides, and related functionality.

Sulfamato hydroxamic acid metalloprotease inhibitor

A sulfamato hydroxamic acid compound that, inter alia, inhibits matrix metalloprotease (mmp) activity is disclosed as are a process for preparing the same, intermediate compounds useful in those syntheses, and a treatment process that comprises administering a contemplated sulfamato hydroxamic acid compound in a MMP enzyme-inhibiting effective amount to a host having a condition associated with pathological matrix metalloprotease activity.

Die elektrochemische fluorierung von alkansulfonamiden und alkandisulfonamiden

Alkane sulphonylamides and disulphonylamides are stable in anhydrous (HF)x and undergo quantitative fission of S-N bonds during electrochemical fluorination. Besides NF3, the corresponding perfluoroalkane sulphonyl fluorides and disulphonyl fluorides are formed.

Process to prepare alkansulphonamides

A process to prepare alkansulphonamides of formula RSO2 NR1 R2 --wherein R is an alkyl group containing from 1 to 15 carbon atoms, or an alkyl group containing from 1 to 15 carbon atoms substituted by one or more chlorine or bromine atoms, and R1 and R2 are equal or different and may be hydrogen or an alkyl group containing from 1 to 15 carbon atoms--provides to treat an alkansulphonylhalide of formula RSO2 X--wherein X is chlorine, bromine or iodine--with a suitable quantity of a compound of formula NHR1 R2, using as solvent for said treatment an aliphatic nitrile.

A Novel One-Pot Conversion of Methyl Sulfones to Sulfonamides

A one-pot synthesis of sulfonamides from methyl sulfones has been developed.Treatment of methyl sulfones with base and trialkylboranes gave the corresponding rearranged sulfinic acid salts which were converted to sulfonamides during oxidative-amination workup.