N-Methylhydroxylamine.hydrochloride

Formylation of the V-allyl indole derivatives 311 (obtained by allylation of the indole 310) afforded l-allyl-7-formyl-indole 312. Subsequent condensation of 7-formyl indole derivatives 312 with ethyl acetate in presence of sodium ethoxide gave 313 (89S322). Reaction of 312 with N-methylhydroxylamine hydrochloride afforded the cycloadduct, tetracyclic... 

To a cooled and magnetically stirred solution of 23.4 g. (0.28 mole) of N-methylhydroxylamine hydrochloride (Notes 2 and 3) in 40 ml. of methanol is added 15.3 g. (0.282 mole) of sodium methoxide. The cooling bath is removed, and the mixture is stirred at room temperature for 15 minutes. The mixture is filtered rapidly through a 35-mm., coarse, sintered-glass funnel, and the filter cake is washed with 10 ml. of methanol. The filtrates are combined, refiltered, and mixed with 150 ml. of toluene. 

N-Methylhydroxylamine hydrochloride, m.p. 83-84°, purchased from Aldrich Chemical Company, Inc., was used directly. Alternatively, the hydrochloride can be prepared by the reduction of nitromethane with zinc dust and ammonium chloride.2... 

A stirred and cooled mixture of N-methylhydroxylamine hydrochloride, propion-aldehyde, and triethylamine in methanol treated with cyclohexyl isocyanide and allowed to stand at room temp, until the isonitrile odor has disappeared product. Y 75%. F. e. s. D. Moderhack, G. Zinner, and W. Heuer, Z. Chem. 15, 55 (1975) a-hydroxylaminocarboxylic acid amides cf. Arch. Pharm. 308, 321 (1975). 

Methyl-4-hexenal, 59, 110 Methyl n-hexylcarbamate, 56,40 METHYL-2-HEXYNOATE, 55, 73 Methyl hydrazinocarboxylate, 58, 103 A-Methylhydroxylamine hydrochloride,... 

R = H, Scheme 27). On the other hand, reaction of 255a with N-methylhydrox-ylamine hydrochloride produces a mixture of two regioisomers 257 and 258 (R = Me). When the E-l(10)-unsaturated 5-oxo-5,10-secosteroid 255b was treated with hydroxylamine hydrochloride (R = H) or AT-methylhydroxylamine hydrochloride (R = Me), isoxazolidine 259 was formed regio- and stereoselec-tively in high yield via intramolecular 1,3-dipolar cycloaddition of the nitrone intermediate 256 (R = H or Me). 

N-Methylhydroxylamine.—An aqueous solution of nitromethane is mixed with about its own weight of ammonium chloride, the mixture is then cooled (temperature about 10°) and three parts of zinc dust are added in small portions with constant shaking. Zinc dust is now removed by filtration, and it is found that the filtrate reduces ammoniacal silver and Fehling s solutions. The preparation of this easily accessible alkylhydroxylamine as hydrochloride is described by Beckmann, Annalen, 1909, 365, 204. 

A mixture of A-methylhydroxylamine hydrochloride (1.2 mmol), finely powdered molecular sieve (3 A, ().3 g), and benzaldehyde (1.2 mmol) were grinded thoroughly for 10 min. The reaction mixture was set aside for further 5 min at ambient temperature. To the crude product mixture, 2x10 mL CHCI3 were added, and solid parts were filtered off The solvent was evaporated to dryness, and the residue was crystallized from petroleum ether (60-80 °C) to afford the a-phenyl-N-methylnitrones. 

N-Methyl-N-(l-oxotetradecyl) glycine, sodium salt. See Sodium myristoyl sarcosinate Methyloxyammonium chloride. Seeo-Methylhydroxylamine hydrochloride Methyl p-oxybenzoate. See Methylparaben 2-(Methyloxycarbonylamino) benzimidazole. 

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