Ethylamine, 2-bromo

Bromo-4 -benzyloxypropiophenone 2-(4-Methoxyphenyl)ethylamine Hydrogen bromide... 

Rapid aminations of 1-bromonaphthalenes with piperidine under microwave irradiation were reported by Hamann using Pd2(dba)3/rac. PPFA (N,N-dimethyl-1-[2-(diphenylphosphanyl)ferrocenyl]ethylamine) precatalyst in combination with NaO-t-Bu in toluene at 120 °C (Scheme 92) [97]. Typically, reactions performed under conventional heating at 120 °C (oil bath) were still progressing after 16 h and were essentially complete by 24 h, whereas the microwave reactions appeared to be finished after 10 min. The same reaction conditions were also useful to functionalize 5- and 8-bromoquinolines with anilines and aliphatic amines (Schemes 93 and 94). Remarkably, no product formation was observed with 5-bromo-8-cyanoquinoline and 5-bromo-8-methoxyquinoline under conventional heating for 24 h at the same temperature, while the desired 5-aminoquinolines were smoothly obtained under microwave irradiation in a reaction time of only 10 min. 

Preparation of the quaternary anticholinergic agent benzilonium bromide (47) is begun by conjugate addition of ethylamine to methylacrylate, giving aminoester 42. Alkylation of 42 with methyl bromo-acetate leads to diester 43, which is transformed into pyrrolidone 44 by Dieckmann cyclization, followed by decarboxylation. Reduction of 44 by lithium aluminum hydride leads to the corresponding amino-alcohol (45). Transesterification of alcohol 45 with methyl benzilate leads to 46. Benzilonium bromide (47) is obtained by alkylation of ester 46 with ethyl bromide. 2... 

Peschko and Steglich reported the first biomimetic total synthesis of purpurone (281) starting from 3-(3,4-dimethoxyphenyl)pyruvic acid (1084), 2-(4-methoxyphenyl) ethylamine (1085) and 2, 2, 2 -trichloroethyl-2-bromo-2-(3,4-dimethoxyphenyl)acetate... 

Optica] resolution of these and related carboxylic acids were achieved using salt formation with alkaloids (strychnine, brucine, cinchonidine) 33,39,44 or with optically active amines [1-phenyl- or l-( 3-naphthyl)ethylamine]4o,44). The following rotations [a]D have been reported [8]paracyclophanecarboxylic acid (13) +18° (chloroform)441 [10]homologue (14) +80° (chloroform)39 and +67° (chloroform)40 its methyl-derivative (75) —28° (methanol)44 . Dioxa[10]paracyclophanecarboxylic acid (16) + 104° (ethanol)36 and bromo-dioxa[12]paracyclophanecarboxylic acid (79) —37° (acetone)33). 

Base-treatment of the compound proposed to be l-(2-bromoethyl)-2-thiourea (m.p. 173.6-174.2°), formed by the reaction of 2-bromo-ethylamine hydrobromide with potassium thiocyanate, was reported to yield 2-amino-2-thiazoline 116 however, Klayman119 has shown that the product of the thiocyanate reaction is actually 2-amino-2-thiazoline hydrobromide (m.p. 176-177°). 3-(2,3-Dibromopropyl)-2-thioureas... 

I). A solution of trans-3-bromocinnamoyl chloride (12.3 g) in anhydrous toluene (150 ml) was added slowly with stirring to a solution of ethylamine (10 g) in dry ether (100 ml) at room temperature. The reaction mixture was heated at reflux for 1 hour, and the solvent and excess amine were then removed under reduced pressure. The residue was triturated with water, filtered, and recrystallized from ethanol-water to give trans-3-bromo-N-ethylcinnamamide, m.p. 89-90°C, as a white crystalline material. NMR and IR spectra as well as elemental analysis were consistent with the assigned... 

A solution of 44 grams of 2-bromo-4 -benzyloxypropiophenone and 44 grams of 2-(4-methoxyphenyl)ethylamine in 270 ml of ethanol was refluxed for 3 hours. Then the ethanol was distilled off in vacuo and the concentrate mixed with ether. The resulting crystallizate was sucked off after which the filtrate was mixed with an excess of 2 N hydrochloric acid. As a result of this the hydrochloride of 4 -benzyloxy-2-[2-(4-methoxyphenyl)ethylamino]-propiophenone slowly crystallized. This substance was also sucked off, washed with water and alcohol, and dried in vacuo. After recrystallization from dilute alcohol the yield was 25.5 grams of a product with a melting point of 217° to 218°C. 

Dimethyl-lO-elhylphenotellurazine1 A 500 ml round bottom flask equipped with a reflux condenser, a dropping funnel, and a stirrer is flushed with argon and then charged with a solution of 15 g (39 mmol) of bis[2-bromo-4-methylphenyl]ethylamine in 150 ml of dry diethyl ether. The flask is cooled in an ice/waler bath, 54 ml (78 mmol) of a 1.54 molar solution of butyl lithium in diethyl ether are added, and the solution is stirred for 45 min. 16 g (42 mmol) of tellurium diiodide are added, the mixture is stirred and heated under reflux for 1 h, cooled, and poured into 250 m/of ice/water. The hydrolyzed mixture is filtered, the filter cake is washed with two 50 ml portions of diethyl ether, and the combined ether solutions arc dried with anhydrous calcium chloride. After filtration, the filtrate is evaporated, and the residue is recrystallized from octane yield 8.1 g (55%). 

C4BrCl2F8N 2-Bromo-l,2-dichloro-l,2-difluoro-iY,jY-Ms(trifluoro-methyl)ethylamine 4905-98-0 ... 

Eqn. (a) shows the reaction between 2-bromo-4 -benzylox3rpropiophenone and 2-(4-methoxyphenyl)-ethylamine in the presence of ethanol to 3neld an intermediate 4 -benzyloxy-2[2[4-methoxy-phenyl) ethylamino] propiophenone (I). 

The alkaloid sendaverine (6) has been prepared by reduction and debenzyl-ation of the amide (5) obtained by the action of carbon monoxide and palladium(ll) acetate on N-4-methoxybenzyl-j8-2-bromo-4-benzyloxy-5-methoxyphenyl-ethylamine." Sendaverine and its N-oxide have been isolated from Corydalis gortschakoviif ... 

Typical procedure. 4-Bromo-3-[2-isocyano-2-(methoxycarbonyl)ethyl]ir dole-l-carboxylic acid tert-butyl ester 1559 [1187] The N-formyl-N -Boc-4 -bromo-tryptophan methyl ester 1558 (0.05 g, 0.14 mmol) was suspended in dry dichloromethane (3 mL) under argon and the solution was cooled to below 0 °C using an ice/salt bath. Tri-ethylamine (0.09 g, 0.86 mmol) was added through a septum, and then a solution of triphosgene (0.014 g, 0.05 mmol) in dichloromethane (1 mL) was added dropwise. The solution was allowed to warm to room temperature and stirred for a further... 

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