Isopropylamine, reaction with

A compound closely related to classical adrenergic agonists in which the para hydroxy function is however replaced by an amino group has been investigated for its activity as a growth promoter in domestic animals. Acylation of the aniline derivative 26 with chloracetyl chloride will afford acetophenone 27 the amino-ketone 28 is obtained on reaction with isopropylamine. Removal of the protecting group (29) followed by reduction of the ketone affords cimaterol (30) 5J. 

Ugi reaction of acid 88 with isonitrile 85, isobutyraldehyde and isopropylamine furnished dipeptide 89 in 67% yield. Similar Ugi reactions with other components afforded linear cyclization precursors in yields up to 98%. The final macrocyclization was not straightforward (no similar reactions were described in literature), but after optimization of the reaction conditions (varying base, solvent, concentration and reaction time) cyclopeptide alkaloid analogue 90 was obtained in 96% yield after treatment with K2CO3 and catalytic 18-crown-6 in acetone. 

For unsymmetrical diisonitrile 101, reaction with both glutaric acid and octanedioic acid, and isobutyraldehyde and isopropylamine afforded macrocycle 105a and 105b, respectively, in reasonable yield. Reaction of 101 with 1,6-diaminohexane, acetic acid and isobutyraldehyde yielded 106 in a very acceptable 51% yield (Scheme 18). 

An intramolecular cycloaddition brought about by reaction with acetyl chloride and di-isopropylamine converted the imine 377, presumably via 378, to a mixture of the carbazole 379 and the tetracycle 380 prolonged heating alone or brief treatment of the latter with p-toluenesulfonic acid caused elimination and the formation of 379. ... 

Compound 26, likewise, undergoes a series of displacement reactions (Scheme 34). Whereas reaction with copper(I) cyanide replaces only one chlorine atom to yield 136, all are displaced by reactions with ammonia and isopropylamine, diethyl(trimethylsilyl)amine, water, and thiols to give, respectively, 137-140. Some additional transformations are also shown. 

The complexes of long-chain primary-secondary aliphatic amines with TNT have low water solubility and may be useful for the removal of TNT from aq solns (Ref 97). The rapid reaction with isopropylamine in acetone has been studied as a possible procedure for the neutralization of TNT in land mines (Ref 88). No products were isolated, but kinetic and thermal data were obtained... 

In the 2,3-dihydro-5-oxo-5Ff-oxazolo[3,2-c]pyrimidinium salt (207) there are three sites for reactions with nucleophilic reagents, viz. C-2, C-8a and C-7. Products resulting from attack at C-2 are observed with DMSO, water, alcohols, benzoate, chloride, diethylamine and pyridine. Products resulting from attack at C-8a are observed with water, hydroxide, alcohols, alkoxide and isopropylamine. Diethylamine also causes attack at C-7 of the cation, which results in cleavage of the pyrimidine ring (75JOC1713). 

In 1973 Koda el al. 122) exposed pilocarpine to aminolysis and lithium aluminum hydride reduction, and then obtained several analogs. Treatment with ammonia or with aqueous methylamine or isopropylamine at room temperature gave the hydroxy amides 64-66. Reaction of pilocarpine with ammonia at 200-210°C yielded a lactam, the pilocarpine analog 67. Similarly, the /V-methyllactam 68 was prepared by reaction with liquid methylamine at 225°C. Reduction of pilocarpine with lithium aluminum hydride (LAH) in tetrahydrofuran yielded the tetrahydrofuran analog 69. Preliminary pharmacological studies indicated interesting cholinergic activity. 

Treatment of iV,iV-bis(ethoxymethyl)isopropylamine 548 with pyran-4-one 547 through a double-Mannich reaction, Lewis acid promoted, yielded the 1,5-oxazocine 415 in 75% yield (Equation 25) <2006OL3399>. 

Other experimental reproducdve effects. Human systemic effects by inhalation respirator ", nose, and eyes. Human mutation data reported. A skin and eye irritant. A sensitizer. Flammable liquid when exposed to heat or flame. Explosive reaction with aniline. Reaction with trichloroethylene forms the explosive dichloroacetylene. Ignition on contact with potassium tert-butoxide. Violent reaction with sulfuric acid or isopropylamine. Exothermic polyTTierization on contact with strong acids, caustic alkalies, aluminum, aluminum chloride, iron(III) chloride, or zinc. When heated to decomposition it emits toxic fumes of Cr. 

Ammonia and amines open oxide rings to form amino alcoholthe yields are markedly higher when amines are employed (55-90% vs. 18-40%).The ready availability of ethylene and propylene oxides makes this procedure attractive for preparing 2 dialkylaminoethanols and l-dialkylamino-2-propanols. Thus /3-diethylaminoethanol is conveniently prepared by the addition of ethylene oxide to diethylamine in methanol at 45° to 60° or by a combination of the two reactants in an autoclave at 100° (81%). Isopropylamine reacts with ethylene oxide in the presence of water and a small amount of hydrochloric acid to form /3-isopropylaminoethanol (76%). The reaction is general and is shown by higher oxides like isobutylene oxide/ styrene oxide/ and stilbene oxide/ ... 

The replacement of thechloro substituents of l,2-dichloro-3,3-difluorocyclopropene by nucleophiles is known Thus reactions with di-isopropylamine or methoxide ion result in mono replacement of the C(l)-substituent presumably by a nucleophilic... 

The reactions of indole with Ae imines derived from acetaldehyde and r-butylamine and isopropylamine have been reported using acetic acid as the proton source in benzene. A poor yield (15%) is obtained with ethylidene-t-butylamine but a better yield (60%) results with the isopropylamine analog (equation 44). A one pot reaction using indole, acetaldehyde and isopropylamine gives the same product in 40% yield. This type of reaction depends for its success on the stability of the aldimine under the acidic reaction conditions. However, while the more sterically demanding primary amines afford the most stable imines, it appears that this can lead to too great a steric demand in the transition state leading to reaction with, for example, indole, and hence the low yield reported in the f-butylamine reaction. 

Isopropylsulfamoyl chloride can be obtained at a good yield by the reaction of isopropylamine hydrochloride with sulfuryl chloride in the presence of a Lewis acid catalyst (SbCIj) in acetonitrile as solvent (Weiss and Schulze, 1964). 

CHLOROMETHYL OXIRANE (106-89-8) C3H5CIO Highly flammable, polymerizable liquid. Forms explosive mixture with air [explosion limits in air (vol %) 3.8 to 21.0 flash point 69°F/21°C 88°F/31 °C autoignition temp 772 F/411 °C Fire Rating 3]. Reacts violently with water. Contact with elevated temperatures, contamination, strong acids, strong bases, metallic halides, aluminum, aluminum chloride iron(III) chloride and other chlorides of iron or zinc can cause explosive polymerization. Violent reaction with aniline, hypochlorite, isopropylamine, potassium ieri-butoxide (ignition), sulfuric acid. Mixtures with trichloroethylene forms explosive dichloroacetylene. Incompatible with aliphatic amines, alkaline earths, alkali... 

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