Burkhardt, George N. published the artcileNitroarylsulfuric acids and their reduction products, Product Details of C6H4KNO6S, the publication is Journal of the Chemical Society (1929), 141-52, database is CAplus.
ClSO3H (1.4 mols.) was added to 3.7 mols. PhNMe2 in 500 cc. CS2 kept below 16°; to the mixture, heated to 35°, O2NC6H4OH or O2NC10H6OH (1 mol.) was added all at once; after stirring at 35° for 1 hrs., the product was poured into dilute KOH; details for the separation of the K salts are given. K o-nitrophenyl sulfate, solubility in H2O at 17°6”; the p-isomer has the same solubility; K 1-nitro-2-naphthyl sulfate, pale yellow needles; the 4-nitro-1-naphthyl derivative forms fine, pale yellow needles. These are all rapidly hydrolyzed by very dilute HCl at 70° and slowly at 100° by 10% Ba(OH)2, or dilute AcOH containing AcONa. Reduction with FeSO4 in a suspension of CaCO3 or BaCO3 gives the corresponding NH2 derivatives, which give Ac and benzylidene derivatives without loss of the SO4 group. K o-aminophenyl sulfate, gives with Br a faint violet color; the p-isomer crystallines with 1 H2O, gives a violet color with Br and with HCl or AcOH and H derivative; the K benzylidene derivative crystallines with 0.5 H2O. K 1-amino-2-naphthyl sulfate, crystallines with 0.5 H2O; solubility in H2O at 17° 1.1%; Br gives a dirty green precipitate, changing to yellow with excess of Br; FeCl3 gives an opalescence and then a blue precipitate, which changes to brown; HCl or AcOH precipitates the H derivative, needles. p-H2NC5H4SO4H yields a diazo compound, which couples with m-C6H4(OH)2, giving K dihydroxybenzeneazophenyl sulfate, orange plates with 1.5 H2O; boiling with dilute HCl splits off the HSO4 group; the 2-hydroxynaphthalene derivative, dark red, crystallines with 0.5 H2O; precipitates are formed with BaCl2, CaCl2, HgNO3 and MgSO4. Results of dye tests with wool are given. The SO4H group is removed when it is o- to the NH4 group, but the diazo oxide results. Alk. reduction of o-O2NC6H4SO4K gives a mixture of azo and hydrazo derivatives K azobenzene 2,2′-disulfate, orange plates with 0.5 H2O, rapidly hydrolyzed at 70° by HCl. K hydrazobenzene 2,2′-disulfate, needles; solubility in H2O at 19° 3.2%, at 32° 5.4%; a saturated solution at 20° with concentrated HCl deposits 4,4′-diaminodiphenylene di-H 3,3′-disulfate, needles with 2.5 H2O; the K salt crysts, with 1 H2O; characteristic reactions with Br and FeCl3 are given. Diacetyldihydroxybenzidine, m. 292° (decomposition); heating at 300-20° for 0.75 hr. gives the dianhydro derivative, m. 164-5°; the same compound was prepared from the sulfate.
Journal of the Chemical Society published new progress about 6217-68-1. 6217-68-1 belongs to esters-buliding-blocks, auxiliary class Salt,Nitro Compound,Sulfonate,Benzene, name is Potassium 4-nitrophenyl sulfate, and the molecular formula is C6H4KNO6S, Product Details of C6H4KNO6S.
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