10-Nitro-7,12-dihydro

Telranitro-ethen addiert Ethen nach cinem Diradikal-Mechanismus zu 3-Nitro-4,5-dihydro-l,2-oxazol (32%)2 ... 

Mit Propen wird ein Gemisch aus 5-Methyl-3-nitro- und 4-Methyl-3-nitro-4,5-dihydro-l,2-oxazol (95 5 12%) und mit Ethenyl-trimethyl-silan 3-Nitro-5-trimethylsilyt-4,5-dihydro-1,2-oxazol (20%)2 erhalten. 

Oxazol 3-Nitro-4,5-dihydro- -2-oxid E14b, 911 (aus w —Br —N02 —Verb.)... 

Oxazol 5-Methoxycarbonyl-4-[methyl-(4-methyl-benzolsulfo-nyl)-amino]-3-nitro-4,5-dihydro- -2-oxide E14b, 915 (aus 2-En-nitronsaure-Salz + R2N —Br)... 

Matsumoto M, Hashizume H, Tomishige T, Kawasaki M, Tsubouchi H, Sasaki H, Shimokawa Y, Komatsu M. OPC-67683, a nitro-dihydro-imidazooxazole derivative with promising action against tuberculosis in vitro and in mice. PLoS Med 2006 3(11) e466. 

Nitrofurathiazide. 6-Acetylamino-3,-4-dihydro-3-(5-nitro-2-furanyl)-2JT-l,2,4-benzothiadiazine 1,1-dioxide, nitrofurathiazide, is synthesized from 4-acetylanaino-2-aniinobenzenesulfonaniide with 5-nitro-2-furancarboxaldehyde (45). The product has been employed as an antibacterial agent for humans and, in combination with other dmgs, has been used for acute or chronic otitis externa of dogs and cats. 

Benzo[c]furan, l,3-dihydro-6-nitro-l-phenyl- H NMR, 4. 574 <75JA5160>... 

UV. 4, 14 <71PMH(3)79), 588 (50JA753) Furan-2-carbaldehyde, trans-2-acetoxy-5-nitro-2,5-dihydro-, diacetate X-ray, 4, 549 (80T1817)... 

Benzothiazole, 2-methyl-2-phenyl-2,3-dihydro-synthesis, 6, 325 Benzothiazole, 2-nitro-reactions, 6, 285 Benzothiazole, 5-nitro-nucleophilic attack, 5, 62 reactions... 

Dibenzo[6,/][l,4]selenazocine, N-formyl-6,11-dihydro-synthesis, 6, 34l Dibenzoselenophene, 2-amino-diazotization, 4, 951 Dibenzoselenophene, 2-nitro-reduction, 4, 951 Dibenzoselenophene, 3-nitro-5-oxide... 

Furan, 2,3-dihydro-5-methyl-polymers, 1, 276 Furan, 2,3-dihydro-3-methylene- H NMR, 4, 577 Furan, 2,5-dihydro-2-methylene- H NMR, 4, 577 tautomerism aromaticity and, 4, 595 Furan, 2,5-dihydro-2-nitro-structure, 4, 550 Furan, 2,3-dihydroxy-tautomerism, 4, 37 Furan, 2,4-dihydroxy-tautomerism, 4, 37 Furan, 3,4-dihydroxy-tautomerism, 4, 37 Furan, 2,5-diiodo-nitration, 4, 602 synthesis, 4, 712 Furan, 3,4-diiodo-reactions, 4, 650 Furan, 2,3-dimethoxy-synthesis, 4, 625, 648 Furan, 2,5-dimethoxy-synthesis, 4, 648 Furan, 3,4-dimethoxy-cycloaddition reactions, 4, 64, 625 lithiation, 4, 651 reactions... 

H-Imidazo[2,l-6]thiazolium chloride, 6,7-dihydro-3-(5-nitro-2-furanyl)-biological activity, 6, 1024 5H-Imidazo[2,l-6]thiazolium salts, 6,7-dihydro-synthesis, 6, 992... 

H-1,2-Oxazine, 3,6-dihydro-6-(2-pyridyl)-mass spectra, 2, 529 2H-1,2-Oxazine, tetrahydro-synthesis, 2, 92 4H-l,2-Oxazine, 5,6-dihydro-pyrolysis, 3, 999 synthesis, 3, 1017 tautomerism, 3, 999 4H-1,2-Oxazine, 5,6-dihydro-3-methyl-metallation, 1, 484 4H-l,2-Oxazine, 5,6-dihydro-3-nitro-reactions, 3, 1000 6H-l,2-Oxazine, 3,5-diphenyl-stability, 3, 997 synthesis, 3, 1014... 

Quinolin-4-one, (R)( +)-2-methyl-1,2-dihydro-synthesis, 2, 422 Quinolin-4-one, 3-nitro-synthesis... 

Thiazolo[3,2-a]pyridinium salts, 3-carboxy-2,3-dihydro-8-hydroxy-8-methyl-desulfbrization, 6, 687-688 Thiazolo[3,2-a]pyridinium salts, 6(8)-nitro-2,3-dihydro-... 

Thiophene, 2-amino-3-cyano-5-phenyl-synthesis, 4, 888-889 Thiophene, 3-amino-4,5-dihydro-cycloaddition reactions, 4, 848 Thiophene, 2-amino-3-ethoxycarbonyl-ring opening, 4, 73 Thiophene, 2-amino-5-methyl-synthesis, 4, 73 Thiophene, 2-anilino-synthesis, 4, 923-924 Thiophene, aryl-synthesis, 4, 836, 914-916 Thiophene, 2-(arylamino)-3-nitro-synthesis, 4, 892 Thiophene, azido-nitrenes, 4, 818-820 reactions, 4, 818-820 thermal fragmentation, 4, 819-820 Thiophene, 3-azido-4-formyl-reactions... 

Uracil, 5-methoxy-6-methoxymethyl-2-thio-synthesis, 3, 134 Uracil, 1-methyl-aminolysis, 3, 91 synthesis, 3, 110 Uracil, l-methyl-5,6-dihydro-synthesis, 3, 110 Uracil, 6-methyl-3-phenyl-synthesis, 3, 110 Uracil, 3-methyi-2-thio-synthesis, 3, 112 Uracil, 6-methyl-2-thio-oxidation, 3, 94 Uracil, 5-nitro-... 

Nitration of quinindoline gave the expected 9-nitro derivative (261). A single mononitro compound was formed from the 3,4-dihydro-jS-carboline, harmaline this was 6-nitroharmaline, since on oxidation it yielded 3-nitro-4-methoxybenzoic acid. 

Tile same methodology as mentioned for the preparation of (9) was applied for the synthesis of 8-nitro-l,6-naphthyridines. Heating diethyl N- 3-nitropyridin-4-yl)aminomethylenemalonate (12) in diphenyl ether yields ethyl 8-nitro-l,6-naphthyridin-4(lH)-one 3-carboxylate (13) (63JCS4237, 30%) and acid treatment of 4-( y, y-diethoxypropylamino)-5-nitro-2-(/3,/3 -trifluoroethoxy)-pyridine (14) gives in a similar way 8-nitro-5-(/3, /3-triflu-oroethoxy)-l,2-dihydro-l,6-naphthyridine (15, 76%). Subsequent oxidation with chloranil, acid hydrolysis, and methylation with methyl iodide gives 8-nitro-6-methyl-l,6-naphthyridin-5(6H)-one (16,63%) (81JHC941). 

The nitration of l,2,5-selenadiazolo[3,4-/] quinoline 77 with benzoyl nitrate affords the 8-nitro derivative 78, whereas methylation with methyl iodide or methyl sulfate afforded the corresponding 6-pyridinium methiodide 79 or methosulfate 80, respectively (Scheme 29). The pyridinium salt 80 was submitted to oxidation with potassium hexacyanoferrate and provided 7-oxo-6,7-dihydro derivative 81 or, by reaction of pyridinium salt 79 with phenylmagnesium bromide, the 7-phenyl-6,7-dihydro derivative 82. Nucleophilic substitution of the methiodide 79 with potassium cyanide resulted in the formation of 9-cyano-6,9-dihydroderivative 83, which can be oxidized by iodine to 9-cyano-l,2,5-selenadiazolo [3,4-/]quinoline methiodide 84. All the reactions proceeded in moderate yields (81IJC648). 

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