Author Topic: 2-amino-4-nitroaniline Synthesis?  (Read 3259 times)

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xbnmx

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2-amino-4-nitroaniline Synthesis?
« on: December 22, 2003, 09:03:00 PM »
Is anyone aware of a 2-amino-4-nitroaniline synthesis?  I've searched both Rhodiums site and the web and have tracked down nothing...

Rhodium

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4-nitrobenzene-1,2-diamine/2-amino-4-nitroaniline
« Reply #1 on: December 27, 2003, 10:49:00 AM »
Reactant: N-(2,4-dinitro-phenyl)-hydroxylamine
Product: 4-nitro-benzene-1,2-diamine
Reagent: ammonium sulfide
Reference: Chem.Ber. 56, 1490 (1923)

Reactant: N-(2,4-dinitro-phenyl)-o-methyl-hydroxylamine
Product: 4-nitro-benzene-1,2-diamine
Reagent: ammonium sulfide
Reference: Chem.Ber. 56, 1490 (1923)

Reactant: 2,4-dinitro-aniline
Product: 2-nitro-p-phenylenediamine + 4-nitro-benzene-1,2-diamine
Reagent: alcoholic ammonium sulfide
Reference: Chem.Ber. 28, 1716 (1895)

Reactant: ethanol + 2,4-dinitro-aniline + yellow ammonium sulfide
Product: 4-nitro-benzene-1,2-diamine
Reference: Justus Liebigs Ann. Chem. 85, 27 (1853); Chem.Ber. 21, 2306 (1888)

Product: 4-nitro-benzene-1,2-diamine (Miscellaneous Preparations)
Chem.Abstr. 68, 105089t (1968)
Chem.Ind.(London) 198 (1969)
Chem.Ind.(London) 1466 (1969)
Chem.Ind.(London) 1080 (1970)
Chem.Heterocycl.Compd.(Engl.Transl.) 11, 470-475 (1975) Khim.Geterotsikl.Soedin. 11, 533 (1975)
J.Chem.Soc.3785-3792 (1965)
J.Chem.Soc. 894-898 (1963)
J.Org.Chem.USSR (Engl.Transl.)  15, 1392 (1979); Zh.Org.Khim. 15, 1559 (1979)
J.Heterocycl.Chem. 14, 1093 (1977)