4- Amino-l-nitro

Mit Palladium auf Aktivkohle ist es moglich, sowohl die Reduktion von 2-Alkylamino-l-ni-troso-naphthalinen als auch die Oxidation nach der Zugabe des Aldehyds in einem Arbeitsgang durchzufiihren. (2-Amino-l-nitro-naphthaline lassen sich auf diese Weise mit Aldehyden cy-clisieren) z. B.175 ... 

As indicated previously,1 ring opening occurs readily with tetra-hydro-l,3-oxazines. This property was recently reviewed,37 and the review includes a description of the formation of 3-amino-2-nitro-propanol and of 2-amino-l-nitro compounds, hydrolysis and degradation products, respectively, of the tetrahydro-l,3-oxazines. 

Crysts, mp 133-5° Can be prepd by treating 2-amino-l-nitro-A2 -imidazoline hydrochloride with NH4OH. Prepn of the hydrochloride is described in Ref 2,p 1618... 

Ethan 2-Amino-l-nitro- XI/1, 215 Kohlensaure -hydrazid-methylester X/2, 138... 

Amino-l-hexyloxy- 134 3-Amino-l-methoxy- 134 2-Amino-2-mcthyl- 396 2-Amino-l-nitro- 491, 493... 

Tlie condensation of nitromalonic aldehyde (26) with 2,6-diaminopyridine (27) in the presence of phosphoric acid, affording 2-amino-6-nitro-l,8-naphthyridine (28,37%) (77TL2087), is another example of a successful application of a nitro aliphatic compound in the synthesis of nitronaphthy-ridines. 

A low-temperature nitration of 2-amino-l,8-naphthyridine (59a) and 2-amino-l,5-naphthyridine (59b) yielded the 2-nitramino-l,8-naphthyridine (60a, 65%) (98MI3) and 2-nitramino-l,5-naphthyridine (60b, 70%) (63RTC988) respectively. Attempts to rearrange (60a) and (60b) to 2-amino-3- (or 6-) nitro-l,8-(or -1,5-) naphthyridines failed. 

In all 3-nitronaphthyridines with an unsubstituted C-2 position (84a, 84f, and 84j) no traces of the corresponding 2-amino-3-nitro-l,X-naphthyridines (X = 5, 6, and 8) were obtained. As already mentioned, in the aminations of 2-R-3-nitronaphthyridines where R is a chloro or ethoxy group, no amino-dechlorination or amino-deethoxylation was observed. 

Amino-3-nitro-l, 8-naphthy ridin-5(8H)-one 4-(methylamino)-3-nitro-l, 8-naphthy ridin-... 

HO H ChN- -O-O-OOOOtHs H NH2 — D-threo-2-Amino-l-(4-nitro-phenylj-propan-diol-(I,3)5 87% d.Th. F 163-164°... 

Die Bamberger-Umlagerung zu Amino-phenolen ist oft Ziel der elektrochemischen Reduktion, so z. B. bei der kathodischen Reduktion von 6-Chlor-2-nitro-toluol zu 2-Chlor-4-amino-3-methyl-phenol (an Pt bis 78% d.Th.)2 und von 2-Chlor-l-nitro-benzol zu 3-Chlor-4-amino-phenol (bis 63% d.Th.)3 (die leicht zu 1,4-Benzochinonen oxidiert werden konnen). 

Nitro-l-thiocyanato-benzol liefert bei der Elektrolyse an Quecksilber-Kathoden (in 0,5 nHCl) bis 88% d. Th. 2-Amino-1,3-benzothiazol-3-oxidl. An Blei-Kathoden wird als Hauptprodukt 2-Amino-l, 3-benzthiazol neben 2-Amino-thiophenol1 2, an Kupfer-Ka-thoden ausschlicBlich 3-Amino-4-thiocyanato-phenol gebildet. 

Amino-5-methylthio-1,3-dimethyl- 102 4-Amino-l -nitro- 685 2-Amino-l-nitroso- 614f. 

Hydroxy-butyl)-l-( -hydroxy-benzyl)- 296 Hydroxylamino- 474, 682 4-Hydroxylamino-l-athylthio- 684 Hydroxylamino-alk(aryl)oxy- 684 2-Hydroxylamino-1 -isopropenyl- 698 4-Hydroxyl amino-1 -methyl- 683 4-Hydroxylamino-1 -methylthio- 684 2-Hydroxylamino-l-nitro- 562 2-Hydroxylamino-l-[penten-(l)-yl-(2)J- 698 4-Hydroxylamino-l-phenylthio- 684 4-Hydroxylamino-1 -sulfonyl- 683 Hydroxymethyl- 499... 

The reaction of 2-amino-l-methylimidazole hydrochloride and EMME by heating in boiling ethanol in the presence of excess triethylamine overnight gave imidazo[l,2-tf]pyrimidine-6-carboxylate (1115, R = H) in 47% yield [82IJC(B)1030]. The similar reaction with 5-nitro-2-amino-1-methyl-imidazole yielded only a condensation product (1114, R = N02), which... 

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