2- ethanamine

A/-Methylethylamine (given as CH3NHCH2CH3 in the pre ceding example) is an N substituted derivative of ethanamine it is A/-methyl ethanamine... 

Other compounds of this general class which have been found to have antiestrogenic properties include the cytochrome P-450 inhibitor, SKF 525A P02-33-0](Sl) (24) JV, JV-diethyl-2-[(4-phenylmethyl)phenoxy]ethanamine [98774-23-3] (DPPE)(58) (42) /-Butylphenoxyethyl diethylamine [57586-10-4] (BPEA)(59) (43) and cyclofenil [110042-18-7] (60, R = C H ) (24) analogues. 

The location of the nitrogen end of the ethanamine chain in the phenanthrene nucleus has been discussed recently by Holmes et and... 

Gulland and Robinson, having reviewed the evidence available regarding the structure of morphine and codeine, came to the conclusion that the data on which Pschorr s formula was based have been too lightly dismissed, and suggested that the ethanamine chain is associated with the phenanthrene skeleton by the bridge 8—15—13 (a) or 8—15—14 (b), of which they preferred (a). 

Schopf has also obtained direct evidence for the location of th carbon end of the ethanamine chain by submitting dihydrocodeinoneoximr to a Beckmann rearrangement. This process, the steps in which an illustrated by partial formal for ring III, should provide an aldehydt (XLVc) if the oxime is correctly represented by the Gulland and Robinsoi formula (XLVb) and a ketone (XLVIc) if it has the structure (XLVIb required by the Wieland and Kotake formula. 

Therapeutic Function Diagnostic aid (gastric secretion) Chemical Name 1 H-pyrazole-3-ethanamine Common Name amlnoethylpyrazole ametazole... 

Chemical Name N,N-dimethyl-3-[1-(2-pyridinyl)ethyl]-1 H-indene-2-ethanamine maleate Common Name —... 

Chemical Name N,N-diethyl-a-methyl-10H-phenothiazine-10-ethanamine hydrochloride Common Neme Profenamin... 

Therapeutic Function Central stimulant Chemicel Name a-Ethyl-1 H-indole-3-ethanamine Common Name —... 

Chemical Name N,N-Dimethyl-2-[2-(phenylmethyl)phenoxy] ethanamine... 

Chemical Name N,N-diethvl-3-(1-phenvlpropyl)-1,2,4-oxadiazole-5-ethanamine citrate Common Name Propaxoline citrate Structural Formula (CjHjjjNCHjCHjv o... 

Dimethylamino)methyl-2-furanyl] methyl] thio] ethanamine Manufacturing Process... 

N-methyl-1 -(methylthio)-2-nitroetheneamine (230 g) in water (400 ml) was stirred and heated at 45°C to OO t. 2-[ [ [5-(Dimethylamino)methyl-2-furanyl] methyl] thiol ethanamine (321 g) was added dropwise over 4 hours and the resultant solution stirred for a further 3 A hours. 

Chemical Name N-methyl-2-[(2-methylphenyl)phenylmethoxy] ethanamine hydrochloride... 

Chemical Name N,N-Diethyl-N-methyl-2-n3-methyl-1 -oxo-2-phenylpentyUoxy] ethanamin-ium bromide... 

Chiral imines derived from 1-phenylethanone and (I. Sj-exo-l, 7,7-trimethyIbicyclo-[2.2.1]heptan-2-amine [(S)-isobornylamine], (.S>1-phenylethanamine or (R)-l-(1-naphthyl) ethanamine are transformed into the corresponding (vinylamino)dichloroboranes (e.g., 3) by treatment with trichloroborane and triethylamine in dichloromethane. Reaction of the chiral boron azaenolates with aromatic aldehydes at 25 "C, and subsequent acidic hydrolysis, furnishes aldol adducts with enantiomeric excesses in the range of 2.5 to 47.7%. Significantly lower asymmetric inductions are obtained from additions of the corresponding lithium and magnesium azaenolates. Best results arc achieved using (.S )-isobornylamine as the chiral auxiliary 3. 

The Michael additions of chiral cycloalkanone imines or enamines, derived from (FV l-l-phcnyl-ethanamine or (5)-2-(methoxymethyl)pyrrolidine, are highly diastereofacially selective reactions providing excellent routes to 2-substituted cycloalkanones. This is illustrated by the addition of the enamine of (S)-2-(methoxymethyl)pyrrolidine and cyclohexanone to 2-(aryl-methylene)-l,3-propanedioates to give, after hydrolysis, the (2 5,a.S )-oxodicstcrs in 35-76% yield with d.r. (2 S,aS)/(2 S,a/ ) 94 6- > 97 3 and 80-95% ee214. 

This residue is stirred at room temperature while 150 ml. of triethyl-amine [Ethanamine, A,A-diethyl] (Note 8) is added. Tricthylamine hydrobromide begins to precipitate soon after the addition is started, and the resulting slurry is refluxed gently for 15 minutes. It is then cooled to room temperature, and the insoluble material is removed by filtration and washed with benzene. Concentration of the combined filtrates under reduced pressure leaves an oily residue, which is dissolved in 600 ml. of ether. The ethereal solution is transferred to a 1-1. separatory funnel, washed with two 20-ml. portions of saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, and filtered. Ether is removed with a rotary evaporator, and the resulting oil is distilled at reduced pressure. A forerun of 265 mg. is collected below 103° (22 mm,), and then 6.7 g. (70%) of 2A-pyran-2-one distils as a colorless oil, b.p. 103-111° (19-22 mm.) (Note 9). 

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