4-Amino-2-ethoxy-3-nitro

Ethoxy-3-nitro-l,5-naphthyrjdjne (46b) 4-Amino-2-ethoxy-3-nitro-... 

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. 

OzN- -N2 Hs-CsHb HsCs-N (CH2)2-C00C2Hg CH2—Cek QzN—N = N —N ch2)2-c 4 -[Benzyl-( 2-ethoxy-car bonyl-ethyl)-5 amino]-4-nitro-azo-henzol ooc2H5 91 122-123 3... 

Nitro -O-phenetidine. 2-Ethaxy-5-ititrobenzeu-amine 5 -nitro -2 -ethoxyaniline 1 -ethoxy -2 -amino-4 -nitro benzene 1-nitro-3-amino-4-phenyl ethyl ether 4-nitro-2-aminophenetole Neo-Douxan. C,H,0N2O- mol wt 182.18. C 52.74%, H 5.53%, N 15.38%, O 26.35%. Prepn Verkade ei al, Rec. Trav. Chim. 65, 346 (1946). Toxicology Crupp. Bilger, Arzneimittel-Forsch. 1, 326 (1951). 

In another approach, NLO chromophore diamines [181-187] are used for the preparation of 6FDA based Pis. Some of them are 2-(2- ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino -ethoxy)-benzene-1,4-diamine [181,182], 2-[2-(ethyl- 4-[2-(4-nitro-phenyl)-vinyl]-phenyl -... 

The compounds 87a and 87b are aminated at position 4, yielding the 4-amino compound (88a, 40%) and the 2,4-diamino compound (88b, 11%) respectively the 2-ethoxy compound (87c), however, undergoes amination at position 4 as well at position 5, giving a mixture of the 4-amino compound (88c, 20%) and the 5-amino compound (89a, 14%).Tlie 2-chloro compound (87d) yields a highly complex reaction mixture from which the 5-amino compound (89b), the 2,4-diamino derivative (88b), and 2,5-diamino-l,8-naphthyridine (89c) could be isolated. l-Ethyl-3-nitro-l,8-naphthyridin-2(lH)-one (90a) and 3,6-dinitro-l-ethyl-l,8-naphthyridin-2(lH)-one (90b) were aminated exclusively in the 4-position to give compounds 91a (62%) and 91b (45%), respectively (93LA471). 

Catalytic hydrogenation (Pd/C) of 2-chloro-3-nitro-l,5-naphthyridine (125, R = Cl) in methanolic solution afforded 3-amino-l,5-naphthyridine (126, R = H, 74%) isolated in the form of its trihydrochloride (40MI1). Similar Pd/C hydrogenation of 2-ethoxy-3-nitro-l,5-naphthyridine (125, R = OEt) gave 3-amino-2-ethoxy-l,5-naphthyridine (126, R = OEt, 47%) (80RTC83). Reduction with tin(II) chloride in hydrochloric acid also leads to 126, (R = OEt, 73%) (63RTC997). 

Nitro-1,7-phenanthroline is catalytically reduced with Raney nickel to 5-amino-l,7-phenanthroline.168 4-Chloro-6-ethoxy-2-methyl- 1,7-phenanthroline has been converted into the 6-hydroxy derivative with hydrobromic acid.169 4-Methyl- and 8-methyl-1,7-phenanthrolines have... 

Ethyl 7-ethoxy-l-ethyl-6-nitro- (9, R = N02) gave ethyl 6-amino-7-ethoxy-l-ethyl-4-oxo-1,4-dihydro-l,8-naphthyridine-3-carboxylate (9, R = NH2) (Fe powder, AcOH 85°C 94%).1211... 

Ethoxy-1,6-naphthyridine 2-Ethoxy-3-nitro-l,6-naphthyridin-4-amine 2- Ethoxy-3-nitro- 1,6-naphthyridine Ethyl 5-amino-7-benzylseleno-8-cyano-2-methyl-1,6-naphthyridine-3-carboxylate Ethyl 6-amino-2-methyl-5-oxo-5,... 

There is little recent information in this area. The tine structure of 3-acetoxy-l, 4-dinitro-2-piperazinol (14) has been elucidated by X-ray analysis.1212 Treatment of 5,6-dichloro-3-nitro-2-pyrazinamine (15) with refluxing ethanolic sodium cyanide for 4 days induced displacement of the nitro by a cyano group as well as ethanoly-sis of one chloro substituent to afford 3-amino-6-chloro-5-ethoxy-2-pyrazinecar-bonitrile (16) in 55% yield.1313 L-Methyl-4-(/>nitrobenzoyl)pipcrazine (17) gave I -(/ -aminobenzoyl)-4-methy I piperazine (18) (75%) on refluxing in ethanolic hydrazine hydrate with a little Raney nickel catalyst for 6 h 135, cf 1032 other reduction procedures have been reported.496,1741... 

Methan Ethoxy-(ethyl-nitro-amino)-E14a/2, 95 (Cl/N-Acetal +... 

Cyclobuten 2-Amino-3,4-dioxo-l-ethoxy- E15/2, 1508 (OR -> NH2) Cyclohexen, l-Nitro-3-oxo- E15/1, 1131 (aus 2,3-Epoxy-oxim)... 

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