Diethyl methyl amine

As it may be a useful comparison, it is asked what is the enthalpy change for the formal, simple insertion of an oxygen atom in the NH bond of an amine (W-hydroxylation) For ammonia, the change to hydroxylamine is only +4 kJ moH . The exothermicity of the comparable change for the primary methyl amine is —27.2 kJmoH (g) and for the secondary diethyl amine it is —49.3 kJmoH . 

Als Base dient hierbei ein doppelter OberschuB an Amin. Die Produkte (z.B. Bis-[l,l-diethyl-propinyl]-amitv, 48%) konnen, je nach Bedingungen, zu sterisch stark gehinderten primaren Aminen (z. B. H2/Pt02/Ethanol, 300 kPa 3-Amino-3-ethy -pentan 90%), sekundaren Aminen (z.B. H2/Raney-Ni/Ethanol, 420kPa Bis-[1, l-diethyl-propyl]-amin 72%) Oder cyclischen Aminen (z.B. Hj/Pd-C/Ethanol, Normaldruck, 0° 2,2,5,5-Tetra-ethyl-3,4-dimethyl-2,5-dihydro-pyrrol, 48% neben 2,2,5,5-Tetraethy -4-methyl-3-methylen-pyrrolidin 15%) hydriert werden. 

Diethyl(trifluoromethyl)amine and [Difluoro(phenyl)methyl)(dimethyl)ainine... 

Diethyl(trifluoromethyl)amine (19) and [difluoro(phenyl)methyl](dimethyl)amine (21) are synthesized from the corresponding diethylformamide (18) and N, /V-dimethylbenzamide (20), respectively. The fluorination is achieved with sulfur tetrafluoride in the presence of potassium fluoride at 150l,C.36... 

Diethyl(trifluoromethyl)amine (19 14.1 g, 0.1 mol) was added dropwise to i-PrOH (22 6g, 0.1 mol) at 40CC with stirring, an exothermic reaction occurred and the mixture was brought to reflux. Once the addition was complete the mixture was stirred for a further 15 min. The volatile 2-fluoropropane (23) which evolved during the course of the reaction was condensed into a cold trap at — 78°C yield 4.6 g (74%). An identical yield was obtained when the same procedure was performed with [difluoro(phenyl)-methyl](dimethyl)amine (21) instead of 19. 

Due to the low solubility of cobalt(II) fluoride in most solvents, formation of cobalt fluoro N-donor complexes (which are the only low-valent cobalt fluorides which are reliably reported) features a variety of starting materials. A common theme that runs throughout this work has been the use of [Co(BF4)2] as the fluoride source, and the subsequent controlled decomposition to obtain a metal-bound fluoride. This has been done, for example, with tris- (3,5-dimethyl-pyrazol-l-yl)methyl amine (amtd) to give [M2(amtd)2F(BF4)3(EtOH)Y(H20)] (M = Co, Cu, Zn x = 0-1.5, y = 1-2). The cobalt complex has been structurally characterised by X-ray diffraction [Fig. 3] [57]. Similarly, the combination of [M(BF4)2] (M = Mn, Co, Ni), [M(N03)2], NH4(NCS) and 3,5-diethyl-1,2,4-triazole (detrH) produces... 

A reactor was charged with 4-bromo-2-methyl-2-butene (15.Og) and then treated with 110 ml of 40% of aqueous methyl amine, 110 ml of diethyl ether, and 50 ml of methanol. The mixture was extracted, and the extracts were dried over potassium carbonate and distilled 5.25 g of product were isolated, BP = 80-89°C. 

C9H21N diethyl pentyl amine 2162-91-6 15.612 187.899 1,2 19873 C10H14 1 -methyl-2-propyl benzene 1074-17-5 17.648 154.330 1.2... 

A variety of substituted alkanolamines (Table 2) can also be made by reaction of oxide with the appropriate amine. Aminoethylethanolamine is made from the reaction of ethylenediamine [107-15-3] and ethylene oxide. Methyldiethanolamine is made from the reaction of ethylene oxide and methyl amine [74-89-5]. Diethylethanolamine is made by the reaction of diethyl amine [109-87-7] and ethylene oxide. 

Secondary and tertiary amines are not generally prepared in the laboratory. On the technical scale methylaniline is prepared by heating a mixture of aniline hydrochloride (55 parts) and methyl alcohol (16 parts) at 120° in an autoclave. For dimethylaniline, aniline and methyl alcohol are mixed in the proportion of 80 78, 8 parts of concentrated sulphuric acid are added and the mixture heated in an autoclave at 230-235° and a pressure of 25-30 atmospheres. Ethyl- and diethyl-anihne are prepared similarly. One method of isolating pure methyl- or ethyl-aniline from the commercial product consists in converting it into the Y-nitroso derivative with nitrous acid, followed by reduction of the nitroso compound with tin and hydrochloric acid ... 

The carbopalladation is extended to homoallylic amines and sulfides[466. Treatment of 4-dimethylamino-l-butene (518) with diethyl malonate and Li2PdCl4 in THF at room temperature leads to the oily carbopalladated complex 519, hydrogenation of which affords diethyl 4-(dimethylamino) butylmalonate (520) in an overall yield of 91%. Similarly, isopropyl 3-butenyl sulfide (521) is carbopalladated with methyl cyclopentanonecarboxylate and Li2PdCl4. Reduction of the complex affords the alkylated keto ester 522 in 96% yield. Thus functionalization of alkenes is possible by this method. 

Tertiary Amine-Containing Copolymers. Copolymers based on DMAEMA (dimethylarninoethyl methacrylate) in either free amine form or quatemized with diethyl sulfate or methyl chloride have achieved commercial significance as fixatives in hair-styling formulations, especially in the weU-pubhcized "mousses" or as hair-conditioning shampoo additives. This success has occurred because the cationic charge affords substantive resins that strongly adhere to the hair (141). 

Halogenopyrimidines react with active methylene groups, such as those in diethyl malonate, ethyl cyanoacetate, ketene diethylacetal, etc. For example, 4-chloro-6-methyl-5-nitropyrimidin-2-amine (454) and dimethyl sodiomalonate give dimethyl 2-amino-6-methyl-5-nitropyrimidin-4-ylmalonate (455) (63ZOB3132) 2-chloro-4,6-... 

H-Azepin-2-amine, 1,1 -diethyl-3-methyl- HNMR, 7, 495 (72JA513)... 

Pyrimidin-4-amine, 2,6-dichloro-SchiS base, 3, 85 thioalcoholysis, 3, 101 Pyrimidin-4-amine, 2,6-diethyl-5-methyl-synthesis, 3, 116... 

Tlie bifunctional sulfenyl chloride 213 was obtained by chlorination of 144 in good yield, although excessive chlorination led to the saturated compound 214 (94CB533). A series of compounds 215-220 were obtained from 213 by reactions with secondary amines ferf-butyl methyl ketone hexane-2,4-dione 2,6-dimethylcyclohexanone diethyl malonate and acetylacetone, respectively. 

Notable examples of general synthetic procedures in Volume 47 include the synthesis of aromatic aldehydes (from dichloro-methyl methyl ether), aliphatic aldehydes (from alkyl halides and trimethylamine oxide and by oxidation of alcohols using dimethyl sulfoxide, dicyclohexylcarbodiimide, and pyridinum trifluoro-acetate the latter method is particularly useful since the conditions are so mild), carbethoxycycloalkanones (from sodium hydride, diethyl carbonate, and the cycloalkanone), m-dialkylbenzenes (from the />-isomer by isomerization with hydrogen fluoride and boron trifluoride), and the deamination of amines (by conversion to the nitrosoamide and thermolysis to the ester). Other general methods are represented by the synthesis of 1 J-difluoroolefins (from sodium chlorodifluoroacetate, triphenyl phosphine, and an aldehyde or ketone), the nitration of aromatic rings (with ni-tronium tetrafluoroborate), the reductive methylation of aromatic nitro compounds (with formaldehyde and hydrogen), the synthesis of dialkyl ketones (from carboxylic acids and iron powder), and the preparation of 1-substituted cyclopropanols (from the condensation of a 1,3-dichloro-2-propanol derivative and ethyl-... 

In contrast, A, JV-diethyl-3-(methylsulfanyl)-5-phenyl-3//-azepin-2-amine (22) on treatment with methyl or benzyl halides and potassium amide in liquid ammonia undergoes alkylation solely at the masked benzylic 5-position to yield 4,4-disubstituted 4//-azepines, e.g. 23.224... 

In contrast to 6-azidobenzo[/)]thiophene, which yields only benzo[i]thiophen-6-amine (9 %) and JVh,Ar(1-diethylbenzo[/)]thiopheiie-6,7-diamine (25 % bp 175-177 C/0.7 Torr), 6-azido-2,3-dibromobcnzojhjthiophene (1 a, R = R2 = Br) on irradiation in diethylamine in the presence of pyrene, a triplet nitrene quenching agent, yields a mixture of 2,3-dibromo-./V6,./V6-diethyl-benzo[5]thiophene-6,7-diamine (2a, R1 = R2 = Br 13%) and the 8W-thieno[2,3-r]azepine 3a.14<1 Likewise, methyl 6-azidobenzo[6]thiophene-2-carboxylate (lb, R1 = C02Me R2 = H) yields the thienoazepine ester 3b.147... 

In the course of this study, the authors determined /Lvalues for dibenzyl, methyl phenyl, methyl p-nitrophenyl, di-p-tolyl, di-isopropyl and tetramethylene sulphoxides and for diethyl, dipropyl and dibutyl sulphites. The /Lscales are applied to the various reactions or the spectral measurements. The /Lscales have been divided into either family-dependent (FD) types, which means two or more compounds can share the same /Lscale, family-independent (FI) types. Consequently, a variety of /Lscales are now available for various families of the bases, including 29 aldehydes and ketones, 17 carboxylic amides and ureas, 14 carboxylic acids esters, 4 acyl halides, 5 nitriles, 10 ethers, 16 phosphine oxides, 12 sulphinyl compounds, 15 pyridines and pyrimidines, 16 sp3 hybridized amines and 10 alcohols. The enthalpies of formation of the hydrogen bond of 4-fluorophenol with both sulphoxides and phosphine oxides and related derivatives fit the empirical equation 18, where the standard deviation is y = 0.983. Several averaged scales are shown in Table 1588. 

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