Ethyl dimethylamine

ETHYL -DIMETHYLAMIN OPHEN YLACETATE (Acetic acid, p-dimethylaminophenyl-, ethyl ester)... 

SYNS CHLOROpiMETHYLAMINO)ETHANE p-CHLOROETHYLDIMETHYLAMINE (2-CHLORO-ETHYL)DIMETHYLAMINE DIMETHYLAMINOETHYL CHLORIDE p-(DIMETHYLAMINO)ETHYL CHLORIDE 2-DMETHYLAIVnNOETHYLCHLORIDE DIMETH-YL(2-CHLOROETHYL)AMINE HN 1 NITROGEN HALF MUSTARD... 

The interaction between the sodium salt of phenylacetic acid and isopropyl magnesium bromide results into a doubly charged species known as the Ivanov reagent. This product on treatment with cyclopentanone affords aldol condensation to yield the corresponding hydroxy acid. The resulting product on being subjected to alkylation with N-(2-chloro-ethyl)-dimethylamine gives the desired official compound. 

The p-substituted amino ketones can be reduced readily to the more stable P-dialkylamino alcohols, many of which are useful local anaesthetics. Thus the local anaesthetic Tutocaine is made from the Mannich base derived from formaldehyde, methyl ethyl ketone and dimethylamine, followed by reduction and conversion into the p-aminobenzoate ... 

The yields of this reaction are typically 40—80%. C-nmr studies (41) indicate that the reaction is a second-order process between polyacrylamide and dim ethyl am in om eth an ol, which is one of the equiUbrium products formed in the reaction between formaldehyde and dimethylamine [124-40-3] C2H2N. The Mannich reaction is reversible. Extensive dialysis of Mannich polyacrylamides removes all of the dimethyl aminomethyl substituents (42). 

II result of some side effects, their use is restricted to veteri-ii.iry practice. Michael addition of dimethylamine to ethyl cro-... 

Condensation of ethyl acetoacetate with phenyl hydrazine gives the pyrazolone, 58. Methylation by means of methyl iodide affords the prototype of this series, antipyrine (59). Reaction of that compound with nitrous acid gives the product of substitution at the only available position, the nitroso derivative (60) reduction affords another antiinflammatory agent, aminopyrine (61). Reductive alkylation of 61 with acetone in the presence of hydrogen and platinum gives isopyrine (62). Acylation of 61 with the acid chloride from nicotinic acid affords nifenazone (63). Acylation of 61 with 2-chloropropionyl chloride gives the amide, 64 displacement of the halogen with dimethylamine leads to aminopropylon (65). ... 

A suspension of 45 g 3-phenoxycarbonyloxy-1 -methyl-7-chloro-5-pheny -1,3-dihydro-2H-1,4-benzodiazepin-2-one in 450 ml methanol is treated with stirring, with 43 ml of a solution of dimethylamine in methanol (containlng31 gdimethylamine in 100 ml). Stirring ismaintained at 20°C to 25°C during 5 hours. The reaction mixture is filtered, and the filtrate is diluted with 450 ml water. The precipitate thus formed, is 3-(N,N-dimethylcarbamoyloxy)-1-methy -7-chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one, which is collected on a filter, dried and recrystallized from ethyl acetate, and has a melting point of 173°C to 174°C. 

Woodward s strychnine synthesis commences with a Fischer indole synthesis using phenylhydrazine (24) and acetoveratrone (25) as starting materials (see Scheme 2). In the presence of polyphosphor-ic acid, intermediates 24 and 25 combine to afford 2-veratrylindole (23) through the reaction processes illustrated in Scheme 2. With its a position suitably masked, 2-veratrylindole (23) reacts smoothly at the ft position with the Schiff base derived from the action of dimethylamine on formaldehyde to give intermediate 22 in 92% yield. TV-Methylation of the dimethylamino substituent in 22 with methyl iodide, followed by exposure of the resultant quaternary ammonium iodide to sodium cyanide in DMF, provides nitrile 26 in an overall yield of 97%. Condensation of 2-veratryl-tryptamine (20), the product of a lithium aluminum hydride reduction of nitrile 26, with ethyl glyoxylate (21) furnishes Schiff base 19 in a yield of 92%. 

Vinamidinium salts have been used for the preparation of 2,3- or 2,5-disubstituted pyrroles. Thus, reaction of sarcosine ethyl ester with 18 results in an amine-exchange reaction at the least hindered position. Anion mediated cyclization and elimination of dimethylamine leads to 19 <96T6879>. 

By way of graphical example of the various algebraic and geometrical concepts that are introduced in this chapter, we will make use of a measurement table adapted from Walczak etal.[ ]. Table 31.2 describes 23 substituted chalcones in terms of eight chromatographic retention times. Chalcone molecules are constituted of two phenyl rings joined by a chain of three-carbon atoms which carries a double bond and a ketone function. Substitutions have been made on each of the phenyl rings at the para-positions with respect to the chain. The substituents are CFj, F, H, methyl, ethyl, i-propyl, t-butyl, methoxy, dimethylamine, phenyl and NO2. Not all combinations two-by-two of these substituents are represented in the... 

The assessors experienced an explosion while drying the oxide in ethyl ether. Rather drastic precautions are recommended in handling it [1], A preparation, allowed to stand for a week rather than the day specified, exploded during concentration [2], Amine oxides from the standard preparation are inclined to retain hydrogen peroxide of hydration unless it is destroyed during work-up. The perox-idate (or diperoxidate) of dimethylamine oxide would be expected to be far more dangerous than the oxide itself [3],... 

In a 500 cc. round-bottomed flask attached to a reflux condenser are placed 60 g. (58.5 cc., 0.5 mole) of acetophenone (Note 1), 52.7 g. (0.65 mole) of dimethylamine hydrochloride, and 19.8 g. (0.22 mole) of paraformaldehyde. After the addition of 1 cc. of concentrated hydrochloric acid (sp. gr. 1.19) in 80 cc. of 95 per cent ethyl alcohol, the mixture is refluxed on a steam bath for two hours (Note 2). The yellowish solution is filtered, if it is not clear (Notes 3 and 4), and is transferred to a 1-1. wide-mouthed Erlenmeyer flask. While still warm, it i6 diluted by the addition of 400 cc. of acetone (Note 5), allowed to cool slowly to room temperature, and then chilled overnight in the refrigerator. The large crystals are filtered and washed with 25 cc. of acetone. After it has been dried for two and one-half hours at 40-50°, this crude product weighs 72-77 g. (68-72 per cent of the theoretical amount) and melts at 138-141° (Notes 6 and 7) it is suitable for many reactions. 

N-(2- [Ethoxy(methyl)phosphoryl]sulfanyl ethyl)-IV-isopropyl-N-methylpropan-2-aminium Iodide N-(2- [Ethoxy(methyl)phosphoryl]sulfanyl ethyl)-IV-isopropylpropan-2-aminium Chloride N-(2-Chloroethyl)dimethylamine N-(2-Chloroethyl)-N,N-dimethylamine N-(2-Hydroxyethyl)diethylamine N-(4-Oxy-3-methoxybenzyl)-8-methyl-6-nonenamide N-(Diethylamino)ethanol N-(Isopropyl)-2-propamine... 

The addition product of ethyl acetoacetate and methyl a-methoxyacrylate was hydrolyzed, and the resulting dicarboxylic acid was treated with dimethylamine hydrochloride and aqueous formaldehyde. The product of the Mannich reaction was decarboxylated, reesterifed, and finally treated with methyl iodide to supply quaternary salt 469 as the main product. During the above one-pot process, elimination also took place, yielding unsaturated ketone 470, which was later utilized as its hydrogen bromide adduct 471. Reaction of 3,4-dihydro- 3-car-boline either with 469 or 471 furnished the desired indolo[2,3-a]quinolizine derivative 467 as a mixture of two diastereomeric racemates. 

To the residue in a 250 mL round-bottomed flask equipped with a magnetic stirring bar were added 50 % aqueous dimethylamine (22.2 mL) and absolute ethyl alcohol (90 mL), the mixture was stirred at room temperature for 48 hours. During this time, an orange solid was formed. 

This method, although described for indoles, probably also worlds with 5-OH-tryptamine (serotonin), and 5-OH-DMT (bufotenin) with compounds of the latter type, orally active psilocybin analogs will be obtained in one step. Dissolve 5 g 5-OH-indole (or analog) in 25 ml ethanol. Add 5.5 g 33% aqueous dimethylamine (or other amine, e.g., piperidine) and add slowly dropwise with stirring 3.5 g 38% aqueous formaldehyde. Two minutes after the end of the addition shake with water and CHCI3 dry and evaporate in vacuum the CHClj phase to get 5 g oily 4-dimethyl-aminomethyl-5-OH-indole (1) (can chromatograph on 100 g alumina and elute with ethyl acetate). It has been claimed that this method does not work. 

FIGURE 3. Gas-phase vs aqueous basicities of substituted dimethylamines (1) tert-amyl (2) c-CgHn (3) tert-butyl (4) sec-butyl (5) neoamyl (6) isopropyl (7) isobutyl (8) n-propyl (9) ethyl (10) methyl (11) benzyl (12) allyl (13) propargyl (14) CF3CH2 (15) NCCH2 (16) H (17) (CH3)2NCH2. Reprinted with permission from Reference 57. Copyright (1987) American Chemical... 

DIMETHYL SULFOXIDE ETHYLENE GLYCOL DIMETHYL SULFATE DIMETHYL SULFIDE ETHYL MERCAPTAN DIMETHYL DISULFIDE DIMETHYLAMINE ETHYLAMINE MONOETHANOLAMINE ETHYLENEDIAMINE DIMETHYL SILANE CYANOGEN... 

Chloroethyl vinyl ether, 2-Chlorophenol, Cyclohexene, Dalapon-sodium. Diallate. 1,1-Dichloroethane, 2,3-Dimethylamine, Dimethylbutane, 1,4-Dioxane, Ethylamine, Ethyl ether, Erhvl sulfide. 2-Heptanone, Metaldehvde. 2-Methvlbutane. 2-Methvl-2-butene. 2-Methyl phenol, Nitromethane, 4-Nitrophenol, 2-Nitropropane, 1-Octene, 2-Pentanone, Phenol, Toluene, Triethylamine, Vinyl chloride, o-Xylene, m-Xylene Acetamide, see Acetonitrile, Acrylamide, Acrylonitrile, Ethylamine... 

Chloroethane, Chloroform, Diethyl phthalate. Ethyl acetate. Ethyl acrylate. Ethyl bromide. Ethyl ether. Ethyl formate. Formaldehyde, Methoxychlor, Nitromethane, Parathion, Phorate. Ouizalofop-ethvl Ethanolamine, see Ethylenimine, Morpholine Ethoxyacetaldehyde, see 2-Ethoxyethanol 2-Ethoxy-2-methylpropanal, see Ethyl tert-butvl ether Ethylacetamide, see Dimethylamine, Triethylamine Ethyl acetate, see Nitromethane, Tetrachloroethylene... 

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