N-Methyl hydroxylamine

Hydroxylamine, N-methyl-, hydrochloride (8), Methanamine, N-hydroxy-, hydrochloride (9), (4229-44-1)... 

Hydroxylamido complexes, 101 Hydroxylamine, N.N-di-f-butyl-metal complexes, 798 Hydroxylamine, N,N-diethyl-metal complexes, 798 Hydroxylamine, N-methyl-metal complexes, 798... 

Hydroxylamin N-Methyl-0-(l-methyl-2-methylamino-ethyl)-E16a, 287 (N-Deacylier.)... 

Hexen 3-Hydroximino-l-phenyl-El4b, 313 (aus En —on) Hydroxylamin N-Methyl-N-(5-phenyl-2,4-pentadienyl)- E16a, 313 (Amino-oxid-Umlager.)... 

O-Acetyl-N-methyl-hydroxylamin N-Methyl-O- (phenylacetyl )-hydroxy Iambi O-Benzoyl-N-methyl-hydroxylamin... 

O, N- Dibenzyl-hydroxylamin 0-Methyl-N-(4-chlor-benzyl)-hydroxylamin... 

Hydroxylamine werden i.a. an der N-O-Bindunggespalten so entsteht aus N-Methoxy-N-methyl-benzamid N-Methyl-henzamid (33% d. Th. bei geringem Gesamtumsatz)5. 

N-Diphenylmethylen- 374 N-Diphenylmethylen-O-aminocarbonyl- 612 N-[l,3-Diphenyl-propyl-(2) - 374 N-[l,3-Diphenyl-propyliden-(2)]- 374, 377, 380 N-(4-Halogen-phenyI)- 683 N-Heptyl- 375 N-Heptyl-N-acetyl- 376 N-Heptyliden- 375 N-Hcptyliden-O-acetyl- 376 0-(2-Hydroxy-athyl)-N-athoxycarbonyl- 133 N-(4-Hydroxy-phenyl)- 683 0-(2-Hydroxy-l-phenyl-athyI)-N-athoxycarbonyI-aus 0-(ci-AthoxycarbonyI-benzyl)-N-athoxycar-bonyl-hydroxylamin und Lithiumalanat 133 N-Isopropyl- 682 N-Isopropylidcn- 613 N-Methyl- 133, 682 O-Methyl-N-bcnzyliden- 377 O-Methyl-N-benzyliden- 375 0-Methyl-N-(4-chlor-benzyl)- 375 0-Methyl-N-(4-chlor-benzyliden)- 375 N-Methy -N,0-diacetyI- 682 N-(4-Methyl-phenyl)- 683 0-McthyI-N-( 1 -phenyl-athyliden)- 375 N-(4-Methylthio-phenyl)- 684 N-(4-Nitro-benzyl)- 374 N-[4-Nitro-benzyliden - 374, 377 N-(2-Nitro-phenyl)- 562 N-(4-Nitro-phenyl)- 682 N-Nitroso-N-cyclohexyl- 697 N-Octyl- 374 N-Octyl-(2)-N-acetyl- 376 N-Octyliden- 374 N-0ctyliden-(2)-0-acctyl- 376 N-(Pentafluor-phenyl)-0,N-diacetyl- 697 N-Phenyl- 474, 481, 682, 783 N-Phenylacetyl-O-benzoyl- 265 N-(l-Phenyl-athyl)- 374 N-(l-Phenyl-athyl)-N-acetyl- 376 N-(l-Phenyl-athyliden)-374, 613 N-( l-Phenyl-athyliden)-0-acetyl- 376 N-[ 1 -Phenyl-buten-( 1 )-yl-(3)-iden]- 582 N-f4-Phenyl-butyl-(2)-iden]- 581 N-Phcnyl-N,0-diacetyl- 682 N-(4-Phenylthio-phenyl)- 684 N-Propyl-N-cyclohexyl- 376 N-Propyl-N-isopropyl- 376 O-Sulfonyl- 481 N-(4-Sulfonyl-phenyI)- 683 N-(2-Vinyl-phenyl)- 698... 

There are thermochemical data for only one nonmethyl aliphatic hydroxylamine, N,N-diethylhydroxylamine . The enthalpy of formation difference between it and A-methyl-hydroxylamine is 71.6 kJ mol . This is very nearly the same as the difference of 79.7 kJ mol between the corresponding primary and secondary alcohols, ethanol and 3-pen-tanol, where the N of the hydroxylamine is replaced by a CH. Thus, the formal reaction enthalpy of equation 3 is only 8.1 kJmol . 

We now turn to the remaining two hydroxylamines that are N-hydroxylated derivatives of 2,2,6,6-tetramethyl-4-piperidone and -4-piperidinol. The enthalpies of formation of some simple 4-piperidones and their corresponding 4-piperidinols have recently been determined. The values of gaseous N-methyl-4-piperidone and Af-methyl-4-piperidinol are —160.7 1.7 and —226.8 1.8 kJmol (also see Reference 18). The difference between these contemporary values is — 66.1 2.5 kJmol while for the hydroxylated and methylated counterpart species the difference is —47.0 4.8 kJmoH. For comparison, the formal enthalpy of reduction of 3-hexanone to 3-hexanol is ca —54 kJmoH. As has been discussed earlier, reduction enthalpies are not necessarily constant . Relatedly, reaction 8 that exchanges N-methyl and N-hydroxy and parent and tetramethylpiperidines is endothermic by 19.1 5.4 kJmol . The deviation from thermoneutrality is more... 

Eine cyclisierende Hydroaminierung besonderer Art erfolgt bei der Reaktion von Bis-[2-phenyl-ethenyl]-sulfon mit N-Methyl-hydroxylamin. Es bildet sich 3,5-Diphenyl-4-me-thyl-tetrakydro-1,4-thiazin-1,1-dioxid (34%), moglicherweise fiber ein intermediates N-Oxid4. 

Tetramethyl-l,2-oxazepin-5-one and its N- methyl analogue have been prepared by the addition of hydroxylamine and N-methylhydroxylamine to phorone (73TL1615). 

Imidazole synthesis. A new synthesis of 4,5-diarylimidazoles (2) involves reaction of catalytic amounts of aqueous elhanolic K.CN with N-methyl-C-aryl nitrones (1), prepared by condensation of aryl aldehydes with N-methyl-hydroxylamine. The reaction involves an intermediate cyanoimine (n). 

Isatin (190) is a compound with interesting chemistry. It can be N- acetylated with acetic anhydride, N- methylated via its sodium or potassium salt and O- methylated via its silver salt. Oxidation of isatins with hydrogen peroxide in methanolic sodium methoxide yields methyl anthranilates (8lAG(E)882). In moist air, O-methylisatin (191) forms methylisatoid (192). Isatin forms normal carbonyl derivatives (193) with ketonic reagents such as hydroxylamine and phenylhydrazine and the reactive 3-carbonyl group also undergoes aldol condensation with active methylene compounds. Isatin forms a complex derivative, isamic acid (194), with ammonia (76JCS(pi)2004>. 

N-Benzyl-N-methoxymethyl-N-(tri-methylsilyl)methylamine, 31 Bis( 1,5-cyclooctadiene)nickel(0), 35 Lithium diisopropylamide, 163 N-Methyl-N, O-bis(trimethylsilyl) -hydroxylamine, 187 Titanium(IV) chloride-N-Methylani-line, 310... 

N-Methyl-N,0-bis(trimethylsilyl)-hydroxylamine, 187 Amines (see also Allylic compounds,... 

Containing one nitrogen, one oxygen—other compounds Benzyl isocyanate, 30 N-Methyl-N,0-bis(trimethylsilyl)-hydroxylamine, 187 Norephedrine, 200 Potassium f-butoxide, 252 Vinyltrimethylsilane, 343 Containing one nitrogen, one sulfur N-Methyl-o-aminothiophenol, 184 Containing two nitrogens Pivaldehyde, 249... 

N-Methyl-N,0-bis(trimethylsilyl)-hydroxylamine, 187 3-Methyl-2-butenyltrimethylsilane, 81 Methyl (E)-4-(t-butyldimethylsilyloxy)-3-methyl-2-butenoate, 187 Methylketene alkyl trialkylsilyl acetals, 306... 

During synthetic studies on the antitumour antibiotic CC-1065, ready access was required to a series of 6-substituted indole-3-carboxylates. The following example illustrates the successful general strategy that was developed reaction of the N-Cbz derivative of N-(3-methylphenyl)hydroxylamine with methyl propiolate in nitromethane as solvent and in the presence of Hunig s base gave methyl l-benzyloxycarbonyl-6-methylindole-3-carboxylate directly in 89% yield. 

Recently, it was shown that the reaction proceeds in a highly regioselective way via a 1,2-addition of hydroxylamine to NH- and N-methyl pyrrolidine enaminones,... 

Hydroxylamin N,N-Bis-[trifluorme-thyl]-0-(chlor-fluor-methyl)-E16a, 300 (O-Alkyl.)... 

Hydroxylamin N-Ethoxycarbonyl-N-methyl- X/l, 1241 Malonsaure -amid-ethylester E5, 1026 (CN - CO-NH2)... 

Hydroxylamin N-(2-Ethylsulfonyl-ethyl-N-methyl- El 6a, 129 (R-NH-OH + En) Schwefelsanre -butylester-methyl-arnid Ell, 1016 (RO - S02 - NCO + H 20) Sulfamidsaure N-Pentyl- ... 

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