N-Butylamine.hydrochloride

The reactions of salicylate esters in aprotic solvents are also intra-molecularly catalysed. Thus the reactions of phenyl salicylate and phenyl o-methoxybenzoate with n-butylamine in acetonitrile are both second-order in amine but phenyl salicylate reacts 132 times faster [31]. These reactions are also catalysed by triethylenediamine and the rate constant for the reaction which is first-order in n-butylamine and first-order in triethylenediamine is over one hundred times greater for phenyl salicylate than for phenyl o-methoxybenzoate. The reaction of phenyl o-methoxybenzoate, but not that of phenyl salicylate, is catalysed by n-butylamine hydrochloride, which suggests that the phenolic hydroxyl group of the latter acts as an internal acid catalysis. Since the rate-limiting step in the aminolysis of esters in acetonitrile solutions is the breakdown of tetrahedral intermediate [32], a reasonable mechanism for the reaction of phenyl salicylate is one in which breakdown of the tetrahedral intermediate is catalysed intermolecularly by a second molecule of amine and intramolecularly by the phenolic hydroxyl group as shown in 25. The reaction of... 

A mixture of p-phenylazobenzenesulfonyl chloride, 10%-excess n-butylamine, and pyridine refluxed 1 hr. p-phenylazobenzenesulfonyl-n-butylamine (Y 88%) refluxed 6 hrs. with coned. HCl n-butylamine hydrochloride (Y 94%). —Ar. amides are hydrolyzed in coned. HGl-dioxane to obtain a homogeneous reaction mixture. The derivatives are colored and can therefore be separated by chromatography in the usual manner. F. e., also a new method for the separation of 3 classes of amines, s. E. O. Woolfolk, W. E. Reynolds, and J. L. Mason, J. Org. Ghem. 24, 1445 (1959) colored derivatives with p,p -nitrophenyl-azobenzoyl chloride cf. E. S. Amin, Soc. 1959, 1619. 

Compared with primary and secondary amines, tertiary amines are virtually unreac-tive towards carbenes and it has been demonstrated that they behave as phase-transfer catalysts for the generation of dichlorocarbene from chloroform. For example, tri-n-butylamine and its hydrochloride salt have the same catalytic effect as tetra-n-butylammonium chloride in the generation of dichlorocarbene and its subsequent insertion into the C=C bond of cyclohexene [20]. However, tertiary amines are generally insufficiently basic to deprotonate chloroform and the presence of sodium hydroxide is normally required. The initial reaction of the tertiary amine with chloroform, therefore, appears to be the formation of the A -ylid. This species does not partition between the two phases and cannot be responsible for the insertion reaction of the carbene in the C=C bond. Instead, it has been proposed that it acts as a lipophilic base for the deprotonation of chloroform (Scheme 7.26) to form a dichloromethylammonium ion-pair, which transfers into the organic phase where it decomposes to produce the carbene [21]. 

A pair of papers by Boe in 1972 and 1973 [11, 12] have the most relevance to the work conducted here. Boe also carried out both the acid and base catalyzed alcoholysis of para-substituted phenylalkoxysilanes. Reactions studied were reactions of (p-XChH4)(CH3)2Si[OCH(CH,),] with n-propanol and sulfuric acid, and (p-XCftH4)(CH3)2SiOPh with ethanol and sulfuric acid or butylamine/ butylamine hydrochloride. He found a Hammett p value of —0.41 in the first acid reaction and a p of —0.57 in the second. In the base catalyzed reaction, he... 

This synthetic procedure, using the hydrochloride salt of the amine and sodium cyanoborohydride in methanol, seems to be quite general for ketone compounds related to 3,4-methylenedioxyphenylacetone. Not only were most of the MD-group of compounds discussed here made in this manner, but the use of phenylacetone (phenyl-2-propanone, P-2-P) itself appears to be equally effective. The reaction of butylamine hydrochloride in methanol, with phenyl-2-propanone and sodium cyanoborohydride at pH of 6, after distillation at 70-75 °C at 0.3 mm/ Hg, producedN-butylamphetamine hydrochloride (23.4 g from 16.3 g P-2-P). And, in the same manner with ethylamine hydrochloride there was produced N-ethyl-amphetamine (22.4 g from 22.1 g P-2-P) and with methy lamine hydrochloride there was produced N-methylamphetamine hydrochloride (24.6 g from 26.8 g P-2-P). The reaction with simple ammonia (as ammonium acetate) gives consistently poor yields in these reactions. 

ANILINES 4-Chloro-2-pbenylquliiazolme. ANNULENES Propaigyl aldehyde. ANTHRONES Pyiidene hydrochloride. APORPHINES 6-Methoxy-7-hydroxy-3,4-dihydroisoquinoliniuin methiodide. ARYLACETIC ACIDS Ceric acetate. ARYLACETYLENES n-Butylamine. Iodoethynyl(trimethyl)siIane. 

Functional Group Derivatization. Carboxylic Derivatization. Two grams of N -acetylated heparin and 2 mL of n-butylamine were dissolved in 40 mL of water, and the pH was adjusted to 4.75. A total of 0.8 g of l-ethyl-3-(3-dimethylaminopro-pyl)carbodiimide hydrochloride was added to the heparin/n-butylamine solution in approximately 10-mg portions over a 6-h period while the reaction was maintained at 4°C and pH 4.75. Periodic samples were withdrawn from the reaction vessel, dialyzed, and freeze-dried. In a separate reaction, 0.5 g of N-acetylated heparin and 1.0 g of 2-aminoethyl hydrogen sulfate were dissolved in 10 mL of water and adjusted to pH 4. 75. A total of 0.2 g of l-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride was added to the reaction vessel in approximately 10-mg portions over a 4-h... 

Dichlorocarbene Dichloronorcarane can be prepared in about 75% yield from cyclohexene, chloroform, and an aqueous solution of sodium hydroxide in the presence of tri-n-butylamine or the hydrochloride as catalyst. Some other tertiary amines or quaternary ammonium salts are equally effective tetra- -butylammonium bromide, N-n-butylpiperidine, N,N-di-n-butylpiperidinium iodide. No primary or secondary amines were found to have this catalytic activity. 

A mixture of ethyl DL-leucinate hydrochloride and ethyl orthoacetate heated 1 hr. at 75-90° ethyl N-acetyl-DL-leucinate. Y 90%. - Similarly Butylamine hydrochloride N-butylformamide. Y 85%. - By this method, N-acyl derivs. of amino acid esters can be obtained directly from easily accessible and stable hydrochlorides. S. V. Rogozhin, Y. A. Davidovidi, and V. V. Korshak, Izvest. 1970, 727 C. A. 73, 15212. 

The conversion of the extrudate was determined by titration of the unreacted isocyanate groups in toluene. Between 0.5 and 0.8 gram of the sample was dissolved in 24 ml of toluene. To this solution, 25ml of a 0.1 N butylamine solution in toluene was dosed, after which the mixture was allowed to react for 20 min. Afterwards, 100 ml of isopropyl alcohol and five drops of 0.1 % bromophenol blue were added. The solution was then titrated with a 0.1 N hydrochloride solution. Subsequently the same procedure was repeated without any sample for eomparison. 

Aminoacridine hydrochloride (1-Aminobutane) see n-Butylamine (2-Aminobutane) see iec-Butylamine 90-45-9 X... 

Cocaine 1 hydrochloride (Mallinckrodt Chemical Works) was converted to the free base in the electrochemical cell by addition of NaOH (0 125 M), Norcocaine 2 (used as oil) was prepared by the method of Lazer et al. hydrochloride, mp 114-115 C, lit. mp 115-117 C m/z(EI) 289 (2-HCl). Norcocaine nitroxide 3 was obtained as an oil from 2 using m-chloroperbenzoic acid m/z(EI) 304(3) the sample also contained some m-chlorobenzoic acid. Di- and tri-n-butylamines (Eastman and K and K Laboratories) were distilled from caustic pellets. For electrochemical analysis the solvents acetonitrile (Chempure or Aldrich) and dimethyl-formamide (DMF) (Aldrich) were used without further purification. The electrolyte was tetraethylammonium perchlorate (TEAP) (G.F. Smith Chemical Co.). 

Preparation of Poly(n-butylamino)(di-n-hexylamino)phosphazene Linear (NPCl2)n that is soluble in THF or benzene was prepared with solution polymerization of (NPCl2)3. Also, poly(n-butylamino)(di-n-hexylamino)phosphazene was prepared by the reaction (NPCl2)n, di-n-hexylamine, and n-butylamine using triethylamine in THF at room temperature and bubbling dry nitrogen gas. After the reaction was over, triethylamine hydrochloride was removed by filtration. When the filtrate was added to ethanol, white colored polymer was precipitated. The polymer was dissolved in THF, and then the solution was added to ethanol. This purification procedure of the polymer was repeated several times. 

To a stirred solution of 5.7 g (0.02 m) of 4-benzyloxy-2-ureidoacetophenone in 100 ml of chloroform is added 3.2 g (0.02 m) of bromine. The mixture is stirred at room temperature for about 45 minutes and the solution is concentrated in vacuo at 25°-30°C. The amorphous residue (hydrobromide selt of 4-benzyloxy-a-bromo-3-ureidoacetophenone) is dissolved in 80 ml of acetonitrile and 98 g (0.06 m) of N-benzyl-N-t-butylamine is added. The mixture is stirred and refluxed for 1.5 hours, then it is cooled toOt in an ice bath. Crystalline N-benzyl-N-t-butylamine hydrobromide is filtered. The filtrate is acidified with ethereal hydrogen chloride. The semicrystalline product is filtered after diluting the mixture with a large excess of ether. Trituration of the product with 60 ml of cold ethanol gives 4-banzyloxy-Of-( N-benzyl-N-t-butylamino)-3-ureidoacetophenone hydrochloride, MP 200°-221°C (decomposition). 

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