1.2- Dimethyl-5-nitro-3- - -bromid

The ortho indirect deactivating effect of the two methyl groups in 2,6-dimethyl-4-nitropyridine 1-oxide (163) necessitates a much higher temperature (about 195°, 24 hr) for nucleophilic displacement of the nitro group by chloride (12iV HCl) or bromide ions N HBr) than is required for the same reaction with 4-nitropyridine 1-oxide (110°). With 5-, 6-, or 8-methyl-4-chloroquinolines, Badey observed 2-7-fold decreases in the rate of piperidino-dechlorination relative to that of the des-methyl parent (cf. Tables VII and XI, pp. 276 and 338, respectively). 

Cycloaddition of 4-nitrofurylmethylquinolinium bromide 88 with dimethyl acetylenedicarboxylate, nitrostyrene, ethyl 3-(5-nitro-2-furyl)-2-propenoate and l-phenyl-3-(5-nitro-2-furyl)-2-propenone afforded the corresponding furylbenzoindolizine 89 (86CCC412) (Scheme 16). 

Dimethyl-6-methylamino-5-quinoxalinamine (175) (prepared freshly as an ethanolic solution by catalytic hydrogenation of the corresponding nitro compound) and cyanogen bromide gave 3,4,8-trimethyl-3//-imidazo-[4,5-/]quinoxalin-2-amine (176) (20°C, 3.5 h 75%) the analogous... 

Amino-l,2,4-triazole was alkylated with 4-nitrobenzyl bromide by simply refluxing the mixture in isopropanol to give SO in excellent yield. The aminotriazole SO was deaminated with NaNOa in aqueous HCI and the nitro group was reduced with ammonium formate catalyzed by 10% Pd/C to deliver 47 in an improved yield over the route shown in Scheme 17. Diazotization of 47, reduction of the diazonium salt with sodium sulphite and Fischer indolization of the resulting hydrazine with 4-( /, /-dimethylamino)butanol dimethyl acetal was performed in a single step to afford rizatriptan (4) in 45% yield. 

Alkyl-l-(3,4-dimethoxy-phenyl)- -jodid 5-Brom-8-nitro 2-alkyl- 276 7-ChIor-4-hydroxy-2-benzyl- -chlorid 276f. 2,2-Dimethyl-1,2,3,4-tetrahydro- -jodid 675 5-Hydroxy- 2-athyl- -bromid 275 f. 2-[2-lndolyl-(3)-athyl]-4,5-dimethoxycarbonyl--bromid 280 5-Nitro-2-alkyl- 276... 

Phenacylquinoxalinium bromide (67) reacts with nitromethane in the presence of sodium carbonate to give the 3-nitro compound 68 in 41% yield. The quaternary salt 67 has also been reacted with dimethyl acetylenedicarboxylate to give the 1 1 adduct 69. ... 

ALKENES Allyl dimethyldithiocarbamate. Bis(t -cyclopentadienyl)niobium trihydride. Cyanogen bromide. Di-n-butylcopperlithium. a,o-Dichloromethyl methyl ether. 2,3-Dimethyl-2-butylborane. N,N-Dimethyl dichlorophosphoramide. Diphenyl diselenide. Di-n-propylcopperlithium. Ferric chloride. Grignard reagents. Iodine. Lithium phenylethynolate. Lithium 2,2,6,6-tetramethylpiperidide. Methyl iodide. o-Nitro-phenyl selenocyanate. Propargyl bromide. rra s-l-Propenyllithium. Selenium. Tetrakis(triphenylphosphine)palladium. Titanium(IH) chloride. Titanium trichloride-Lithium aluminum hydride. p-Toluenesulfonylhydrazine. Triphenylphosphine. Vinyl-copper reagents. Vinyllithium. Zinc. 

Benzylic Reactivity. 2,5-Dimethyl-3,4-dinitrothiophen has been condensed with aromatic aldehydes to give 3,4-dinitro-2,5-distyryl-thiophens. " An improved synthesis of 3-nitro-2-styryl-thiophens involves bromination of 3-methyl-2-nitrothiophen with A-bromosuccinimide, followed by a modified Wit-tig reaction. From 2,5-di(chloromethyl)thiophen, the phosphonate was prepared by the Arbusov reaction, which was used for the preparation of 2,5-distyryl-thiophens. Trichloromethyl(thienyl)carbinols have been converted into the corresponding fluoro-derivatives through the reaction with phenyl-tetrafluorophosphorane. The liquid-phase catalytic oxidation of phenyl-(2-thienyl)methane in acetic acid in the presence of cobalt(ll) acetate and sodium bromide has been investigated. ... 

Alarcon and co-workers [930] successfully separated nine priority pollutant substituted phenols (e.g., 2,4-dimethyl, 2-chloro, 2- and 4-nitro, 2,4,6-trichloro) from phenol using a Cig column (2 = 280nm) and a 34/10/56 acetonitrile/ methanol/water (30 mM ammonium acetate buffer at pH 5.0 with 0.15mM cetyltrimethylammonium bromide [CTAB]) mobile phase. Good resolution was obtained but it was noted that this result was very dependent on the C g column/CTAB concentration combination used. Elution was complete in <15 min. 

Phloroglucinol is added in the preparation of a-nitro esters in dimethyl sulfoxide [7,8]. While alkyl bromides or alkyl iodides are generally used in this preparation, tosylate derivatives of alcohol may also be used [6,9],... 

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