86-66-8Relevant articles and documents
Synthesis, characterization and RP-HPLC method development and validation for simultaneous determination of Koch acid and H acid
Bokhari, Syed Ahmad Raza,Khan, Rana Rashad Mahmood,Tahir, Muhammad Saqlain,Tahir, Naveed,Syed, Quratulain,Adnan, Ahmad
, p. 469 - 478 (2016/08/31)
1-amino-8-naphthol-3,6-disulfonic acid (H acid) is an important intermediate used for the synthesizing some dyestuffs and pharmaceuticals. The synthesis of H acid was followed by sulfonation, nitration, reduction and alkali fusion. The total yield was increased to 35% with 99% purity. This study focuses on cheap synthesis of H acid on an industrial scale. The composition and percentage of these compounds were characterized by making reactive dyes and chromatographic analysis, i.e. UV/Visible, IR and HPLC. The RP-HPLC method was developed; in the analysis of Koch acid (1-amino-naphthalene-3,6,8-trisulfonic acid) and H acid. The single HPLC method is useful, both, in the chemical intermediate (Koch acid) and for the final product (H acid).
Device for preparing H-acid
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Paragraph 0025; 0026, (2016/10/27)
The invention discloses a device for preparing H-acid, comprising a sulfonating device, a nitrating device, a denitration device, an extraction device, a reduction device, a concentration device, a dilution device, a separation and filter device and a drying device. An outlet of the sulfonating device is connected with an inlet of the nitrating device, an outlet of the nitrating device is connected with an inlet of the denitration device, an outlet of the denitration device is connected with an inlet of the extraction device, a first outlet of the extraction device is connected with an inlet of the reduction device, an outlet of the reduction device is connected with an inlet of the concentration device, an outlet of the concentration device is connected with an inlet of the dilution device, an outlet of the dilution device is connected with a first inlet of the separation and filter device, an outlet of the separation and filter device is connected with an inlet of the drying device, and a second outlet of the extraction device is connected with a second inlet of the separation and filter device. The device for preparing H-acid produces H-acid with a continuous production method, has the high production efficiency, saves materials and reduces economic cost.
The positional reactivity order in the sulfur trioxide sulfonation of benzene and naphtalene derivatives containing an electron-withdrawing substituent
Cerfontain, Hans,Zou, Yousi,Bakker, Bert H.
, p. 403 - 410 (2007/10/02)
The reaction of sulfur trioxide with derivatives of benzene and naphthalene containing an electron-withdrawing substituent, viz.-SO3H, -SO2Ph, -NO2, -CHO, -COPh, -CO2H, and -CO2Me, in dichloromethane as solvent at ca. 22 deg C has been studied by analysis of the resulting mixtures of the sulfo derivatives with 1H-NMR.The initial sulfonation of the benzene derivatives yields the corresponding 3-sulfonic acid (3-S) and subsequently, with the exception of nitrobenzene and methyl benzoate, small amounts of 3,5-S2.Benzenesulfonic acid in addition undergoes sulfonylation giving 3,3'-di- and 3,5,3'-trisulfodiphenyl sulfone.Monosulfonation of naphtalene-1-S yields the 1,5-S2, 1,6-S2 and 1,7-S2 derivatives in a ratio of 71:20:9.On using a large excess of SO3, the eventual products are 1,3,5-S3, 1,3,6-S3 and 1,3,5,7-S4.Monosulfonation of naphthalene yields 5-S, 6-S, 7-S and 8-S in a 55:9:6:30 ratio, that of 1-benzoylnaphthalene 5-S, 6-S and 7-S in a ratio of 83:11:6, and 1-nitronaphtalene only the 5-S.The absence of peri sulfonation with 1-sulfo-, 1-benzoyl- and 1-nitronaphthalene is due to prohibitive steric hidrance. 1-Naphthoic acid and its methyl ester upon SO3 sulfonation and aqueous work-up both yield 5- and 8-sulfonaphthoic acid in a ratio of 65:35 and 77:21, respectively.The initially formed peri-substituted product is the intramolecular anhydride of 8-sulfo-1-naphthoic acid (5).All the 2-substituted naphthalenes yield 5-S and 8-S upon SO3 sulfonation of which the former sulfo isomer is far in excess.The positional reactivity orders for the SO3 sulfonation of the monosubstituted naphthalene derivatives are discussed in terms of the difference in reactivity of the α- and β-positions, and the steric and electronic effects of the deactivating substituent.