3-butylamino

Butylamino)carbonyl]-1H-benzimidazol-2-yl]carbamic methyl ester. 

ALKANOLAMNES - ALKANOLAMINES FROM OLEFIN OXIDES AND APHONIA] (Vol 2) 2-t-butylamino-4-ethylamino-6-methyl-thio-l,3,5-triazine [886-50-0]... 

With malonic acid as the C3 fragment in the presence of acetic anhydride, 6-substituted 5,7-dihydroxy compounds are obtained (64JOC219,61M1184), whilst the 6-IV-lithio derivative of a uracil (251) reacted with a ketenimine to give the 7-t-butylamino compound (252) (77JOC221). 

H-Azepine, bis(trifluoromethyl)dihydro-synthesis, 7, 539 3H-Azepine, 2-butoxy-synthesis, 7, 536 3H-Azepine, 2-butylamino-synthesis, 7, 536 3H-Azepine, 2-dialkylamino-quaternization, 7, 511 synthesis, 7, 536... 

Q lllllflCrillC [Atebrine, 3-chloro-9(4-diethylamino-l-methyl)butylamino-7-methoxy)acridine] dihydrochloride. [69-05-6] M 472.9, m 248-250 (dec), pK -6.49 (aq H2SO4), pKj 7.73 (ring NH ), pKj 10.18 (Et2N). Cryst from H2O (sol 2.8% at room temp) as yellow crystals. Slightly sol in MeOH and EtOH. Antimalarial, antiprotozoal and intercalates DNA. [Wolfe Antibiot 3 (Springer-Verlag) 203 1975.]... 

Chemical Name 4-(butylamino)benzoic acid 3,6,9,12,15,18,21,24,27-nonaoxaoctacos-1-yl ester... 

Chemical Name 1-(tert-butylamino)-3-[2-[(tetrahydro-2-furanyl)methoxy] phenoxy] -2-propanol... 

Chemical Name 3-(aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic acid Common Name —... 

By cooling, the sodium salt of 3-n-butylamino-4-phenoxy-5-sulfamylbenzoic acid precipitated. It was filtered off and recrystallized from water (100 ml). The sodium salt, crystallizing with 3 molecules of water, was then dissolved in boiling water (200 ml), 1 N hydrochloric acid was added to pH 2.5, and after cooling the precipitated 3-n-butylamino-4-phenoxy-... 

A mixture of 16.3 g of (2-chloro-5-methylphenyl)glycidic ether (from epichlorohydrin and 2-chloro-5-methylphenol) and 6.2 g of t-butylamine in 50 ml of ethanol is heated at reflux for 6 hours. The solvent is removed, the residue Is washed with water and then extracted with benzene. The dried extract is evaporated to give 1-t-butylamino-3-(2-chloro-5-methylphen-oxy)-2-propanol. Treatment of the free base in benzene solution with dry hydrogen chloride yields the hydrochloride salt. 

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). 

Chamicel Nama 2,3-Cis-1,2,3,4-tetrahydro-5-[2-hydroxy-3-(tert-butylamino)propoxy] 2,3-naphthalenediol... 

Chemical Name 1 -(3, 5 -Dihydroxyphenyi)-2-(t-butylamino)-ethanol Common Name —... 

To a solution of 32 g of benzyl-t-butylamine in 300 ml of absolute ethanol at reflux temperature was added 32 g of 3,5-dibenzyloxy-C0bromoacetophenone in 10 ml of dry benzene. The mixture was refluxed for 20 hours and then evaporated. When absolute ether was added to the residue, benzyl-t-butylamine hydrobromide was precipitated. The precipitated compound was filtered off and to the filtrate was added an excess of 2N sulfuric acid. This caused precipitation of the hydrogen sulfate of 3.5-dibenzyloxy-60-(benzyI-t-butylamino)-acetophenone which was recrystallized from acetone/ether. If the product is crystallized from different organic solvents, the melting point will vary with the type and amou nt of solvent of crystallization, but the product can be used directly for hydrogenation. 

Step A Preparation of 3-tert-Butylamino-2-Oxopropanoi — To an aqueous solution of tert-butylamine (1 mol) at ambient temperature, there is added slowly and with vigorous stirring 2 mols bromoacetol. The reaction mixture is allowed to stand at ambient temperature for about 5 hours whereupon it is made basic by the addition of sodium hydroxide. 

The reaction mixture then is extracted with ether, the excess amine is removed from the ethereal solution under reduced pressure and the ether then removed by evaporation to give 3-tert-butylamino-2-oxopropanol. 

Step B A solution of the 3-tert-butylamino-2-oxopropanol in a mixture of pyridine hydrochloride and pyridine is treated with p-toluenesulfonylchloride. The mixture is stirred for /i hour at 25° to 30°C and then poured into cold water. The solution is treated with potassium carbonate and the pyridine evaporated in vacuo at a temperature between 55° and 60°C. The aqueous residue is treated with potassium carbonate and the mixture extracted with methylene chloride. Evaporation of the dried extract provides 1-toluene-sulfonyloxy-2-oxo-3-tert-butylaminopropane. 

Step C Preparation of 3-Morpholino-4-(3-tert-Butylamino-2-Oxopropoxy)-1,2,5-Thia-diazole — The 1-toluenesulfonyloxy-2-oxo-3-tert-butylaminopropane, prepared as described in Step B, (11 mols) is added to 0.80 N methanolic sodium methoxide (15 ml) at 0°C. The mixture is stirred for 15 minutes at 0° to 5°C, treated with 3-morpholino-4-hydroxy-1,2,5-thiadiazole (4.29 grams) and then refluxed for 16 hours. The solvent is evaporated in vacuo and the residue is treated with excess potassium carbonate to provide 3-morpholino-4-(3-butylamino-2-oxopropoxy)-1,2,5-thiadiazole. 

Step D Chemical Reduction Preparation of 3-Morpholino-4-(3-tert-Butylamino-2-Hydroxy-propoxyl-l,2,5-Thiadiazole — The 3-morpholino-4-(3-tert-butylamino-2-oxopropoxy)-1,2,5-thiadiazole (0.01 mol) is dissolved in isopropanol (10 ml). To the solution is added sodium borohydride in portions until the initial evolution of heat and gas subsides. The excess sodium borohydride is destroyed by addition of concentrated hydrochloric acid until the mixture remains acidic. The precipitate of sodium chloride is removed, ether is added, and the solution is concentrated to crystallization. The solid material is removed by filtration and dried thus providing 3-morpholino-4-(3-tert-butylamino-2-hydroxypropoxy)-1,2,5-thiadiazole, MP 161° to 163°C (as hydrochloride). 

Alternative Step D Reduction with a Reductate — Sucrose (1 kg) is dissolved in water (9 liters) in a 20-liter bottle equipped with a gas trap. Baker s yeast Saccharomyces cerevisiae, 1 kg) is made into a paste with water (1 liter) and added to the sucrose solution with stirring. After lively evolution of gas begins (within 1 to 3 hours), 3-morpholino-4-(3-tert-butylamino-2-oxopropoxy)-1,2,5-thiadiazole hydrogen maleate [1.35 mols, prepared by reaction of the 3-morpholino-4-(3-tert-butylamino-2-oxopropoxy)-1,2,5-thiadiazole with an equimolar quantity of maleic acid in tetrahydrofuran]. The mixture is allowed to stand until fermentation subsides, after which the bottle is kept in a 32°C incubator until all fermentation has ended (in approximately 1 to 3 days). The yeast is filtered off with addition of diatomaceous earth and the filtrate is evaporated to dryness to give S-3-mor-pholino-4/3-tert-butylamino-2-hydroxypropoxy)-1,2,5-thiadiazole, MP 195° to 198°C (as hydrogen maleate), according to U.S. Patent 3,619,370. 

Chemical Name N-[(butylamino)carbonyl] -4-methylbenzenesulfonamide Common Name 1-butyl-3-(p-tolylsulfonyl)urea Structural Formula ... 

Peptide-type models were synthesized by Jones et a/.44, and by Takemoto etal.45). Takemoto and co-workers46 prepared polymers of 6-methylamino-, 6-di-n-propylamino-, and 6-di-n-butylamino-9-vinylpurines. They reported that these models showed no hypochromic effect on RNA in aqueous solution. 

I -Phenyl-pyrrolidin + 4-Anilino-butanol l -tert.-Butyl-pyrrolidin + 4-terl.-Butylamino-butano ... 

Dipiperidino-5,6-quinoxalinequinone [108, R = N(CH2)s] gave 8-butylamino-2-piperidino-5,6-quinoxalinequinone (108, R = NHBu) (CaCl2, excess BuNH2,... 

A fascinating Ge complex has been made from 2-tert-butylamino-3-chloroqui-noxaline. ° ... 

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