1.2- Dimethyl-4-methoxy-5-nitro

Imidazole, 4-methoxy-1,2-dimethyl-5-nitro-pKa, 5, 384 [Pg.28]

Benzene, l(l,l-dimethylethyl)-4 methoxy-3, 5-dimethyl-2-nitro Benzene, 2 methoxy-1, 3 dimethyl-4, 5 dinitro Benzene, l(l,l-dimethylethyl)-3,5-dimethyl-2, 4-dinitro-6 [Phenylmethyl] sulfonyl... 

NONM Benzene, l-(l,l-dimethylpentyl)-2-methoxy-4, 5-dimethyl-3-nitro... 

Benzene, l-(l,l-dimethylethyl)-3-methyl-2, 4-dinitro Benzoyl chloride, 6-(l, l-dimethylethyl)-3-methyl-2, 4-dinitro-Benzene, 1, 3-dibromo-2- (l,l-dimethylethyl)-5-methoxy-4-nitro Benzonitrile, 2-(l,l-dimethylethyl)-4, 5-dimethyl-3-nitro-Benzene, l-(l,l-dimethylethyl)-3-methoxy-5-methyl-2, 4, 6-trinitro... 

Die Umwandlung des etwas weniger reaktiven l-Methoxy-4-nitro-benzols in N-Methyl-4-nitro- (54%) oder N,N-Dimethyl-4-nitro-anilin (65%) kann durch Reaktion mit waflriger Methylamin- bzw. Dimethylamin-Losung unter UV-Bestrahlung erreicht werden5. 

N.N-Dimethyl-3(or 5)-methoxy-2-ni-tro-trifluoro- EI0b2.402(F -> OR) N.N-Dimethyl-4-metlioxy-tretrafluo-ro- ElObj, 401 (F -> OR) N,N-Dimethyl-4-nitro- EI0b2, 457 (F - NR2)... 

The results of Katritzky and co-workers [74JCS(P2)382], who carried out an extended study of such systems, are shown in Fig. 10. These indicate that all six compounds studied reacted as the conjugate acid at high acidity. Three compounds also reacted as the conjugate acid at low acidity [3-methyl-4-nitro-l-phenylpyrazolin-5-one, 3-methyl-5-methoxy-4-nitro-l-phenyl pyrazole, and 3-methyl-5-methoxy-l-(4-nitrophenyl) pyr-azole]. The other three compounds [2,3-dimethyl-4-nitro-l-phenylpyraz-olin-5-one, 3-methyl-1-(4-nitrophenyl) pyrazolin-5-one, and 2,3-dimethyl-1-(4-nitrophenyl) pyrazolin-5-one] reacted as free bases at low acidity. 

Methoxy-2-[(3,5-dimethyl-4-nitro-2-pyridinyl)methylthio]-lH-benzimidazole... 

Methoxy-2-[(3,5-dimethyl-4-nitro-2-pyridinyl)methylthio]-lH-benzimidazole(50 g, 0.145 mole) was dissolved in methanol and heated to 45°C. A solution of sodium methoxide (50 g, 0.925 mole) in methanol (150 ml) was added dropwise over a period of 3 hours at 45°-60°C. Stirring was continued for another 2 hours and then methanol was distilled off under reduced pressure. To the cooled residue was added water (200 ml) followed by concentrated HCI (65 ml) until the pH of the mixture was 7.5. The reaction mixture was extracted with dichloromethane and the dichloromethane layer was washed with water (2 times 100 ml). The dichloromethane layer was dried over sodium sulfate and concentrated to yield the product as an amber color syrup. Yield was 40.1 gm, about 83.8% of theoretical. A solid sample was obtained by trituration of the syrup several times with petroleum ether. Melting point was 87°-90°C. 

The nature of substituent in the arylene fragment significantly influences the nitration direction. For example, 3,5-dialkyl-l,2-benzisoxazoles are nitrated into the position 4 (the data about the formation of 3,5-dimethyl-7-nitro-l,2-benzisox-azole presented in [115] turned out to be wrong [119], whereas 3-alkyl-5-nitro derivatives occupy the position 7 [119]). The nitration of 7-methoxy-2-phenylben-zisoxazole affords 7-methoxy-2-phenyl-4-nitro derivative [126],... 

Ethereal CHjNj [from A-mcthyl-A-nitrosotoluene-/)-sulfonamide (see Houben-Weyl. Vol. 10/4, pp 552-553), 21.5 g, 0.1 mol] was added to a stirred, ice-cooled suspension of 6-nitroquinoxalin-2(l//)-one (1.9 g, 9.9 mmol) in anhyd MeOH (20 mL). The mixture was stirred at 0 "C for 4 h, and then left overnight at 0 °C. The precipitate (0.95 g) was filtered off Crystallization (charcoal) from 96% EtOH and then from acetone gave l,3-dimethyl-6-nitro-l,2-dihydroquinoxalin-2(l/f )-one mp 219-222 C. The initial filtrate was evaporated in a vacuum. Crystallization of the residue from light petroleum (bp 60-80°C) and then benzene gave 2-methoxy-6-nitroquinoxaline mpl69-170°C. 

The similarity of their rate profiles, and the similarity of their rate constants for nitration at a particular temperature and acidity show that 4-pyridone, i-methyl-4-pyridone, and 4-methoxypyridine are all nitrated as their cations down to about 85 % sulphuric acid. The same is true of 2-methoxy-3-methylpyridine. In contrast, 3- and 5-methyl-2-pyridone, i,5-dimethyl-2-pyridone and 3-nitro-4-pyridone all react... 

When large groups, such as phenyl, bromo, ethoxycarbonyl or nitro are attached at position 3, the principal products are l-alkylcinnolin-4(l/f)-ones. Cyanoethylation and acetylation of cinnolin-4(l/f)-one takes place exclusively at N-1. Phthalazin-l(2/f)-ones give 2-substituted derivatives on alkylation and acylation. Alkylation of 4-hydroxyphthala2in-l(2/f)-one with an equimolar amount of primary halide in the presence of a base leads to 2-alkyl-4-hydroxyphthalazin-l(2/f)-one and further alkylation results in the formation of 4-alkoxy-2-alkylphthalazinone. Methylation of 4-hydroxy-2-methyl-phthalazinone with dimethyl sulfate in aqueous alkali gives a mixture of 4-methoxy-2-methylphthalazin-l(2/f)-one and 2,3-dimethylphthalazine-l,4(2//,3//)-dione, whereas methylation of 4-methoxyphthalazin-l(2/f)-one under similar conditions affords only 4-methoxy-2-methylphthalazinone. 

H-Chromene, 7-methoxy-2,3-dimethyl-application, 3, 881 2H-Chromene, 2-methyl-mass spectra, 3, 603 2H-Chromene, 2-methyl-3-nitro-hydrogenation, 3, 673... 

Acetyl-phenyl- 635 4-Amino-3,5-dimethyl-phenyl- 102 2-Amino-4-hydroxy-phenyl- 692 4-Amino-phenyl- 685 4-Benzylamino-phenyl- 102 2,4-Dinitro-phenyl- 692 4-(2-Hydroxy-benzylamino)-phenyl- 102 2-(2-Methyl-butanoyl)-phenyl- 635 4-Methoxy-2,6-dimethyl-phenyl-102 (Nitro-phenyl)- 635 2-Nitro-phenyl- 680, 692 4-Nitro-phenyl- 685... 

Methoxy-3,5-dimethyl-l-(2-amino-propyl)- 80 4-Mcthoxy-3.5-dimethyl-1 -(2-nitro-propenyl)- 80... 

Dimethylamino-methyl)-2-hydroxymethyl-aus 2 -Carboxy-2-(dimethylaminocarbonyl)-biphenyl und Lithiumalanat 165 2,2 -Dinitro- 474, 476, 695 6,6 -Dinitro-2,2 -bis-[chlorcarbonyl]- 188 2,2 -Dinitro-4,4 -bis-[diathylamino]- 695 4,4 -Dinitro-2,2 -bis-rhydroxymethyl]- 213 6,6 -Dinitro-2,2 -bis-[hydroxymethyl]- 188 2,2 -Dinitro-4,4 -diamino- 695 6,6 -Dinitro-2,2 -diformyl- 694 4,4 -Dinitro-2,2 -dimethoxycarbonyl- 213 2,2 -Dinitro-4,4 -dimethyl- 695 6,6 -Dinitro-2 -formyl-2-carboxy- 694 2,2 -Dinitroso- 476 -4-hydroxamsaure-chlorid 537 4-(a-Hydroxy-benzyl)- 542 Methoxy- 678 2-Methyl- 556 Nitro- 672, 678 4-Nitro- 687... 

Dimethylquinoxahne gave 3-methyl-2-quinoxalinecarbaldehyde (173) (SeOa, EtOAc, 60°C, 1 h 41%) as might be expected, the unsymmetric substrate, 6-methoxy-2,3-dimethyl-5-nitroquinoxahne (174), gave a separable mixture of 6-methoxy-3-methyl-5-nitro-2-quinoxalinecarbaldehyde (175) and 7-methoxy-3-methyl-8-nitro-2-quinoxalinecarbaldehyde (176) (SeOa, dioxane, trace H2O, reflux, 3h 37% and 3% but without allocation of the two stmctures). ... 

Methoxy-5-nitro-3-phenylquinoxaline gave only 6-methoxy-5-nitro-3-phenyl-quinoxaline 1-oxide (232) (AcOH, 30% H2O2, 80°C, 3 h 81%) 1,3-dimethyl-2(17/)-quinoxalinone 4-oxide (233) was made similarly but in only... 

Methyl 5-methoxy-6,7-dimethyl-3-oxo-3,4-dihydro-2-quinoxalinecarboxylate Methyl 5-methoxy-6,7-dimethyl-3-oxo-3,4-dihydro-2-quinoxalinecarboxylate 1 -oxide Methyl 3-methoxy-2-quinoxalinecarboxylate 2-Methy l-3-( 1 -methylallyl)quinoxaline 2-Methyl-3-(2-methylallyl)quinoxaline 2-Methyl-3-methylaminomethylquinoxaline 5-Methyl-7-methylamino-8-nitro-2-phenylquinoxaline 5-Methyl-7-methylamino-8-nitro-3-phenylquinoxaline... 

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