N-Methylamines

AMINES - AMINES,AROMATIC - TffiTTTYLENEDIANILINE] (Vol2) N-(2-Aminobenzyl)-N-cyclohexyl-N-methylamine... 

It is noted that the related compounds, the isonitriles (R— N=C , also called isocyanides) have been reduced to N-methylamines with LiAlH4 as well as with other reducing agents. 

C4H8CI2O 111-44-4) see Benzethonium chloride Oxeladin Risperidone /V,/V-bis(2-chloroethyl)-N-methylamine (C5H11CI2N 51-75-2) see Ketobemidone Pethidine... 

P, /S -Dichlorodiethyl-N-methylamine P, /S -Dichloroethyl Sulfide P, /5-Dicyano-o-chlorostyrene P, /S -Dimercaptoethyl Sulfide /5-Aminopropylbenzene... 

Alceru A process for making cellulosic filaments and staple fibres. The cellulose is first dissolved in an aqueous solution of N-methylamine-N-oxide. Developed by Zimmer (Frankfurt) and TITK (Rudolstadt) from 1987. A pilot plant was expected to be built by April... 

O. 016 mole of the amine and then 3.6 g of formaldehyde (ca. 10 ml of formalin) and reflux for 5 hours. Cool to room temperature, add 7 ml concentrated HCI and evaporate in vacuum. The resulting oily dimethylamine can be purified by dissolving in 25 ml water, extracting with 2X25 ml CHCI3. Basify the aqueous layer with 2N NaOH and extract with 3X25 ml ether, and proceed as described above for the N-methylamines. This procedure should work for both phenethylamines and phenylisopropylamines, and should affect the trip similarly to N-monomethylation. 

In 1917, Sir Robert Robinson [9] suggested that tropinone (141 could be synthesised in Nature from succinic dialdehyde (151. N-methylamine (161 and acetonedicarboxylic acid (171. or some of their "equivalents", according to a double... 

Isocyanides have been reduced to N-methylamines with lithium aluminum hydride as well as with other reducing agents. 

N-Benzyl-2-bromo-N-methyl-benzamide (29). A solution of benzyl-N-methylamine (0.4 mmol), triethylamine (3 mmol), and 2-bromoben-zoylchloride (0.6 mmol) in DCM (1 ml) was shaken for 4 h. Amine-based resin (9) (100 mg) was added and the reaction mixture was shaken overnight. Upon filtration and concentration, the residue was partitioned between aqueous NaOH and EtOAc. Concentration of the organic layer afforded the purified product. MS 304, 306 (M + 1). 

Groth, G., Schreeb, K., Herdt, V., and Freundt, K.J., Toxicity studies in fertilized zebrafish eggs treated with N-methylamine, N,N-dimethylamine, 2-aminoethanol, isopropylamine, aniline, N-methylaniline, N,N-dimethylaniline, quinone, chloroacetaldehyde, or cyclohexanol, Bull. Environ. Contamination Toxicol., 50, 878-882, 1993. 

Oxidative dealkylation of tert-amines.1 Oxidation of tert-N-methylamines with f-BuOOH (2 equiv.) catalyzed by this ruthenium complex results in a-(t-butyl-dioxy)alkylamines. N-Methyl groups are oxidized selectively in the presence of... 

Baltzly and his co-workers (106) have shown already in 1949, that by condensation of formaldehyde with N-[2-(4-methoxyphenyl)ethyl]-N-methylamine in the presence of hydrogen chloride hypotensive agents [37] of high and long-lasting activity are obtained. 

Figure 1. Yield of pentasil zeolites (percentage crystallization) as a function of time. Abbreviations are C, for mono-n-butylair ne, CU for mono-n-propylamine, C2 for mono-n-ethylamine, C. for mono-n-methylamine, di-C, for di-n-propylamine, di-C, for di-n-propylamine,+di-C2 for di-n-ethylamine, di-n-C.. for di-n-methylamine, TPA Al-free for the aluminium-free synthesis with the tetrapr pylammonium cation, TPA for tetrapropylammonium cation, TEA Al-free for the+aluminium-free synthesis with the tetraethylammonium cation, TEA for tetraethylammonium cation and tri-C for tri-n-propylamine.

A-methylation is an important reaction by which primary, secondary, and tertiary amines are substrates of methylation. Most tissues catalyze the methylation of a large variety of amines. The source of the methyl group that is transferred in each instance is SAM, and the products are secondary, tertiary or quaternary N-methylamines as well as. S -adenosyl-L-homocysteine (SAH). The reaction shown below is with a primary amine as substrate and is catalyzed by an amine N- m e I h y I transferas e. 

Deprotonation of N-methylamines. Aliphatic N-methylamines are metallated exclusively on the methyl group by icc-butyllithium and potassium t-butoxide when excess amine is used as solvent. Deprotonation cannot be effected with -BuLi/KOC(CH,), or t-BuLi/KOC(CH3)j. The resulting carbanion reacts readily with alkyl halides, but gives... 

DICHLOREN (GERMAN) p,p -DICHLORODIETHYL-N-METHYLAMINE DI(2-CHLOROETHYL)METHYL-AMINE 2,2 -DICHLORO-N-METHYLDIETHYLAMINE... 

P,P -DICHLORODIETHYL-N-METHYLAMINE HYDROCHLORIDE see BIE500 DICHLORODIETHYLSILANE see DEY800 DICHLORODIETHYLSTANNANE see DEZOOO 2,2 -DICHLORODIETHYL SULFIDE see BIH250 DICHLORODIETHYLTIN see DEZOOO... 

The surface activity and solubihzation capacity of amphoteric polysoaps were studied [172,177,178]. The surface activity of zwitterionic polysoaps is diminished by added salt due to their antipolyelectrolyte character. The sequence to solubihze hydrophobic dyes is often mid-tail > head > tail-end geometry. An extended study on the solubilization abihty of hydrophobically modified polybetaines can be found in [232]. The surface activity of the cyclocopolymers containing the pH-responsive hydrophobic monomer WAf-diallyl-N-methylamine and the salt-sensitive sulfobetaine monomer 3-(WAf-diallyl-N-methylammonio) propanesulfonate was utilized to solubilize p-cresol within microdomains [233]. Other studies corroborate the general picture [182,183]. 

Racemic 2-aminobutan-l-ol (1) is a cheap chemical which can be easily resolved into both its enantiomers on an industrial scale. The asymmetric synthesis of chiral amines from hydrazines derived from (7 )-(—)-2-aminobutan-l-ol [(R)-(—)-l], using the general strategy disclosed in early works, is summarized here. The title hydrazine (4) is prepared as follows (eq 1). Treatment of the amino alcohol [(7 )-(—)-l] with excess ethyl formate followed by LAH reduction of the intermediate formamide gives the N-methylamine [(7 )-(—)-2]. IV-Nitrosation of the latter afforded (R)-(+)-3 which is next reduced to the hydrazine [( )-(—)-4] by means of LAH. Being unstable, the hydrazine (4) must be used immediately without purification. 

The oxidation of N-methylamines provides various useful methods for organic synthesis. Selective demethylation of tertiary methylamines can be carried out by the ruthenium-catalyzed oxidation and subsequent hydrolysis (Eq. 3.71). This is the first synthetically practical method for the N-demethylation of tertiary amines. The methyl group is removed chemoselectively in the presence of various alkyl groups. 

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