Diethanolamine derivative

Functionalization may be accomplished before cyclization by preparing the appropriate diethanolamine derivative first . An alternative and more straightforward approach is simply to prepare 9 by any of the typical methods and then substitute the secondary nitrogens afterward. Reaction between 9 and chloroacetamide and acrylonitrile yielded compounds 10 and 11 in 61% and 100% yields respectively. 

Fatty acid ethanolamides and isopropanolamides are solid or waxy products insoluble in water. Diethanolamides are usually pastes or liquids and show better dispersibility in water. In institutional and household formulations, shampoos, bath and shower preparations, fatty alkanolamides play the role of foam stabiliser, thickener, corrosion inhibitor, and ancillary agent that improves the skin compatibility of anionic surfactants. Undecylenic ethanolamide and undecylenic diethanolamide act as fungicides also [47]. Use of diethanolamine derivatives has legislative limitations today in some countries (but not its amides) because they are proved to be precursors of carcinogenic nitrosoamines. The probability of the nitrosoamine formation is assumed to increase in the presence of formaldehyde and formaldehyde-releasing preservatives [44-46]. 

Monomeric herbicides of diethanolamine derivatives were also prepared, followed by melt polycondensations with dicarboxylic acids to give the corresponding herbicide polyesters (Scheme 3.14) [139]. Solution polycondensation was used in the synthesis of the herbicide-polyurethane derivatives by the reaction of diethanolamine derivatives with HMDI. The linear polymers were crosslinked by reaction with HMDI (5, 10 %) to afford swellable polymeric materials. The preformed amine-containing polyester was also modified with 2,4-D. The hydrolysis rate of 2,4-D from the polymers was measured under different simulated conditions. 

Heterobimetallic diethanolaminate derivatives of a number of other metals have also been synthesized by similar reactions (Eqs 3.100-3.102) ... 

Semisynthetic aziridine derivative of colchicine (133) have been synthesized by the direct interaction of colchicine with chloroethylamine hydrochloride and also via the mono- and diethanolamine derivatives. These compounds had an increased radiomodifying and antitumoral activity and a decreased toxicity compared with the initial colchicine. 

The second procedure takes into account the possible complications that could be encountered and it takes advantage of the use of the air-stable diethanolamine derivative 4. Treatment of 4 with tartaramide 2, under biphasic conditions generates the dioxaborolane ligand 1 (Eq 3). Although this second protocol requires one extra step, it is overall more efficient and more convenient than the previous one since both precursors are stable to storage. 

The presence of the large excess of diethanolamine and its derivatives in regular diethanolamides increases water solubiUty compared to... 

Derive an equilibrium expression for the reactive absorption of HiS in diethanolamine DEA . The molarity of DEA is 2 kmol/m. The following reaction takes place ... 

The preparation of purine derivatives substituted at the C-2 position via amine displacement of a halogen is known as a difficult reaction step requiring several days of reaction time. However, Al-Obeidi and coworkers have recently prepared 2,6,9-trisubstituted purines on soUd-phase by employing a synthetic route in which the critical step was performed with microwave irradiation (Fig. 37) [62]. PS resin-bound 2-iodosubstituted purine was treated with diethanolamine or propanolamine in NMP with microwave irradiation at 200 °C for 30 min. Trifluoroacetic acid-mediated cleavage resulted in the 2-amino substituted purines in 45-59% yields and 77-89% purities. 

FADAs are nitrogen derivatives of coconut oil synthesised from fatty acid and diethanolamine. Equimolar amounts of the two starting compounds yield water-insoluble monoethanolamides, whereas the reaction of two moles of diethanolamine with one of the acids results in water-soluble FADA possessing the typical alkyl chain distribution with the C12/C14 homologues prevailing [33]. 

Several other 8-hydroxynitrosamines have been or are likely to be found in environmental samples. Among these are N-nitroso-3-hydroxypyrrolidine X (l ) (found in bacon), N-nitrosobis(2-hy-droxypropyl)amine XI (a potent pancreatic carcinogen in hamsters, the amino progenitor of which is used in many of the same applications as diethanolamine) (16), and the N-nitroso derivatives of the common drugs ephedrine XII (17) and ethambutol XIII (18), both of which have been shown to be carcinogenic. 

A 100-mL flask protected with a positive pressure of nitrogen is charged with 11 mmol of a 0.25 M pentane solution of iodo(diisopinocampheyl)borane [derived from ( +)-a-pinene]. The solution is cooled to — 100 C and treated dropwise with a solution of 980 mg (10 mmol) of 1,2-epoxycyclohexane in 2 mL of pentane. After stirring the solution for 0.5 h at —100 CC, the mixture is quenched by the addition of 1.8 mL (excess) of butanal. The mixture is allowed to warm gradually to r.t. and stirred for an additional 1 h. By that time "B NMR indicates clean formation of boronate [R OB(OEt)Ipc, d = 31], The mixture is diluted with 50 mL of pentane and treated with a 4 M THF solution of 12 mmol of 2.2 -diethanolamine. After the solution is stirred for 0.5 h, the precipitated boronate 2,2 -diethanolamine complex is filtered off and the filtrate is washed with water and brine and dried with anhyd Na2S04. The solution is concentrated under reduced pressure and the residue is purified by column chromatography followed by crystallization from pentane to provide the title compound in 89% yield mp 44 - 45°C [a] 3 —31.6 (c = 5, CHClj). 

Ethyl Diethanolamine and Derivatives Ethyl Diethanolamine (EDEtA), C2H5N(CH2CH2OH)2 mw 133-19, N 10.52%, colorless liq with amine odor, sp gr 1.015 at 20° nD 1.4663 at 20° bp 251-52° flash p 255°F, sol in water ale prepd by adding ethylene oxide to a cold solution of ethylamine. It is used as solvent and in detergents Refs 1) Beil. 4, 28 4 2) L. Knorr W. Scbmidt,... 

Aminoalcohols(Hydroxyamines Alcamines or Alkanolamines) contain both die amino- and the hydroxyl groups attached to different C atoms, usually adjacent, such as monoethanolamine or 2-aminoethanol HOCHa CHa NH, diethanolamine or 2,2 -iminodiethanol (HOCH2 Qia )2 NH and triethanolamine (HOCHa CHa )jN. Many amino alcohols and their derivs are important products of commerce and some of them serve for the prepn of expls... 

Ethylene oxide, propylene oxide, or butylene oxide react with ammonia to produce alkanolamines. The more popular ethanolamines [NH3 h(C2H4OH)h, where n = 1,2,3 monoethanolamine, diethanolamine, and triethanolamine], are derived from the reaction of ammonia with ethylene oxide. 

Cyclic boric acid esters derived from triethanolamine (Figure 9.11) or diethanolamine can be stabilized toward hydrolysis by an intramolecular, boron-nitrogen coordination bonding. The blockage of the empty-orbital on the boron atom can alleviate hydrolysis. This effect has been used to prepare... 

J-CNA can be prepared in two steps from naltrexone. Reductive animation using diethanolamine and sodium cyanoborohydride gave the 6/ -ami-no derivative (16) (the 6a-amino isomer was not formed). The conversion of (16) into (15) was effected by a modification of the triphenylphosphine-CC14 procedure [62] in dimethylformamide. 

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