Dinitrophenol sulfonic acid

Direct amination of benzo[l,2-aqueous base with hydroxylamine-0-sulfonic acid gives a mixture of three diamino derivatives and two monoamino derivatives (Equation (15)). The combined yields of diamino and monoamino products are 45% and 48%, respectively. The three diamino derivatives can be separated by fractional crystallization from ethanol <86JOC979>. A-Amination of triazoles can also be achieved by treatment with NaH in DMF followed by O-amino-2,4-dinitrophenol <85TL335> or 0-(mesitylsulfonyl)hydroxyamine (9lJCS(Pl)2045>. 

In the synthesis of the 1 1 cobalt complex 17 by the nitrite method, a mixture of CoS04-7 H20 and NaN02 in water and the dye formed by acid coupling of diazotized 2-amino-4,6-dinitrophenol with 2-phenylaminonaphthalene-4 -sulfonic acid is subjected to dropwise addition of dimethylformamide. Metallization commences immediately and is complete within 2 h. The 1 1 cobalt complex 17 is precipitated by addition of NaCl and isolated. It is a suitable intermediate for producing unsymmetrical 1 2 cobalt complex dyes such as 18. 

DNBAC. See Di-n-butylaluminum chloride DNBP. See 2-s-Butyl-4,6-dinitrophenol DNBP ammonium salt. See 4,6-Dinitro-o-s-butylphenol ammonium salt DNBS. See Di-n-butyl succinate DNBZ. See Di-n-butylzinc DNC. See 4,6-Dinitro-o-cresol DNFB 2,4-DNFB. See 2,4-Dinitrofluorobenzene DNMS. See Sodium polynaphthalene sulfonate DNNSA. See Dinonyinaphthalene sulfonic acid DNOAI. See Di-n-octylaluminum iodide,... 

The commercial dinitrophenol mixture is produced by heating phenol with dilute sulfuric acid, cooling the product, and then nitrating while keeping the temperature below 50 °C, or by nitrating with a mixed acid under careful temperature control (Sax and Lewis 1987). 2,3-, 2,5-, and 3,4-DNP are prepared by nitration of m-nitrophenol. 3,5-DNP is prepared by the replacement of one nitro group by methoxyl in 1,3,5-trinitrobenzene and demethylation of the dinitroanisole by anhydrous aluminum chloride. 2,6-DNP is prepared by sulfonation and nitration of o-nitrophenol (Harvey 1959). 2,6-DNP is also produced as a byproduct in the synthesis of 2,4-DNP by way of 2,4-dinitrochlorobenzene. 

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