120-18-3Relevant articles and documents
Microwave heating as a new way to induce selectivity between competitive reactions. Application to isomeric ratio control in sulfonation of naphthalene
Stuerga,Gonon,Lallemant
, p. 6229 - 6234 (1993)
Heating rate associated with microwave heating are used to control isomeric ratio in sulfonation of naphtalene. General considerations about use of microwave heating in organic syntheses are also considered. The authors show specificities of microwave heating in term of reactivity, associated with control of very fast heating rate.
Neopentyl ester protecting groups for arylsulfonic acids
Roberts, John C.,Huai, Gao,Gopalsamy, Ariamala,Kongsjahju, Azis,Patch, Raymond J.
, p. 355 - 358 (1997)
We report that neopentylsulfonate esters are stable to a variety of standard organic reaction conditions and are easily cleaved to sulfonic acids. We also discuss the use of N-Boc-4-amino-2,2-dimethylbutyl-1-sulfonate esters which may be cleaved under conditions that are suitable for solid phase synthesis.
Synthesis of optically pure 3,3′-diaryl binaphthyl disulfonic acids via stepwise N-S bond cleavage
Hatano, Manabu,Ozaki, Takuya,Nishikawa, Keisuke,Ishihara, Kazuaki
, p. 10405 - 10413 (2013)
We developed a practical synthesis of optically pure 3,3′-diaryl-1, 1′-binaphthyl-2,2′-disulfonic acids (i.e., (R)- or (S)-3,3′-Ar2-BINSAs) from the parent chiral sulfonimides via stepwise N-S bond cleavage of the sulfonimides and the resultant sulfonamides. This unusual synthesis, which provides arylsulfonic acids from arylsulfonamides, is valuable since common methods particularly give amines with the decomposition of sulfone groups during deprotection.
The sulfonation of aromatic and heteroaromatic polycyclic compounds
Katritzky, Alan R.,Kim, Myong Sang,Fedoseyenko, Dmytro,Widyan, Khalid,Siskin, Mike,Francisco, Manuel
, p. 1111 - 1114 (2009)
Relative reactivities of a series of polycyclic carbo- and heteroaromatic compounds to sulfonation by sulfur trioxide in nitrobenzene are measured and discussed. The results show the following reactivity in decreasing order: indole, carbazole, pyrene, perylene, naphthalene, phenanthrene, benzene, benzothiophene, and dibenzothiophene.
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Ambler,Lynch,Haller
, (1925)
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Synthesis and structural elucidation of sulfonated naphthalene-formaldehyde
Moradian,Mahmoodi,Shemshadi
, p. 578 - 584 (2009)
The synthesis, characterization, structural elucidation, and application of the dispersant obtained from the condensation of -naphthalene sulfonic acid and formaldehyde are reported. The one-pot synthesis from naphthalene, sulfuric acid, and formaldehyde leads to reproducible polymers with 13 and 14 naphthalene nuclei. The 1H and 13C NMR spectra in D2O (representative spherical shape) and DMSO (representative rod-like shape) are reported. The belching technique led to excellent super pure material.
Synthetic process of naphthol
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Paragraph 0017; 0018; 0019; 0020; 0021; 0022, (2017/08/29)
The invention discloses a synthetic process of naphthol. The process comprises the followings steps: sulfonation, neutralization, alkali fusion, and acidification. The sulfonation step comprises the following steps: a sulfonation reaction is carried out for naphthalene and sulfuric acid whose mass fraction is 98% in the existence of a water carrying agent, a characteristic that the water carrying agent and water form an azeotrope is applied, water which is generated in the reaction is separated continuously from a reaction system, and naphthalene and sulfuric acid are nearly reacted completely. Obtained 1-naphthalenesulfonic acid is neutralized, alkali fusion and acidification are directly carried out in order to obtain a naphthol crude product. The process has the advantages of simplified operation, little low of naphthalene and sulfuric acid, high utilization rate, high naphthalene conversion rate which reaches 94% or above, low amount of waste water, and a few amount of sodium sulfate waste water which is only generated after multiple circulations.
Regioselective Sulfonation of Aromatic Compounds over 1,3-Disulfonic Acid Imidazolium Chloride under Aqueous Media
Moosavi-Zare, Ahmad Reza,Zolfigol, Mohammad Ali,Noroozizadeh, Ehsan
, p. 1682 - 1684 (2016/07/06)
1,3-Disulfonic acid imidazolium chloride ([Dsim]Cl), as a Bronsted acidic ionic liquid, is introduced for the sulfonation of aromatic compounds by in situ generation of sulfuric acid at 50 °C under mild conditions and in aqueous medium.
