Of ammonium acetate

Fig. XI-14. Effect of hydrocarbon chain length on the f potential of quartz in solutions of alkylammonium acetates and in solutions of ammonium acetate. (From Ref. 183.)...

Ammonium acetate method. Place 77 g. of ammonium acetate and 84 g. (80 ml.) of glacial acetic acid in a 250 ml. round bottomed flask (1)... 

The formation of ethyl isopropylidene cyanoacetate is an example of the Knoevenagel reaction (see Discussion before Section IV,123). With higher ketones a mixture of ammonium acetate and acetic acid is an effective catalyst the water formed is removed by azeotropic distillation with benzene. The essential step in the reaction with aqueous potassium cyanide is the addition of the cyanide ion to the p-end of the ap-double bond ... 

It has been shown that by doubling the amount of nitroethane respective to that of the aldehyde in a ratio of 2 to 1, then the amount of ammonium acetate used can be reduced considerably [28 p703J. 

Since all samples and standards are prepared using the same volume of ammonium acetate buffer, the contribution of this source of iron is accounted for by the calibration curve s reagent blank. 

Most commercial routes for the production of acetamide involve dehydration of ammonium acetate [631 -31 -8] ... 

Isolation of dry, normal ammonium acetate, prepared by neutralizing acetic acid with anhydrous ammonia or ammonium carbonate, is difficult because of ammonia loss during evaporation of water. Consequendy, commercial grades of ammonium acetate are often mixtures of the neutral and acid salts, or are suppHed as ammonium acetate solution [8013-61-4]. 

The acidic double salt of ammonium acetate and acetic acid [25007-86-7], CH COONH CH COOH, is made by dissolving the neutral salt in hot acetic acid or by distilling the neutral salt. During distillation the acid salt is formed as a heavy oil that solidifies on cooling. It crystallizes as long, dehquescent needles that melt at 66 °C. Acid ammonium acetate is readily soluble in both water and alcohol. 

A. a,a-Dicyano- -ethyl-fi-methylglutarimide. In a 2-1. round-bottomed flask are placed 452 g. (4.0 moles) of ethyl cyanoace-tate, 144 g. (2.0 moles) of methyl ethyl ketone, 2 g. of ammonium acetate, and 800 ml, of 95% ethanol which contains 80 g. (4,7 moles) of anhydrous ammonia (Notes 1 and 2). The flask is stoppered and placed in a refrigerator. 

A mixture of 105.6 g. (1.1 moles) of freshly distilled furfural, 87.0 g. (1.0 mole) of 98% cyanoacetic acid (Note 1), 3.0 g. of ammonium acetate, 200 ml. of toluene, and 110 ml. of pyridine is placed in a 1-1. round-bottomed flask equipped with a Stark and Dean water trap and reflux condenser. The mixture is boiled under reflux for 2 days. The theoretical quantity of water is collected in the trap within 1 hour. Upon completion of the reflux period, the solvent is removed under reduced pressure by heating on a water bath. The residue, distilled through a 15-cm. Vigreux column at 11 mm. pressure, yields 88.6-93.3 g. (74.5-78%) of colorless liquid boiling at 95-97°, 1.5823-1.5825. 

Extension of this work by studying the reaction of 3-methyl-5-nitro-pyrimidin-4(3//)-one with -X-arylketones in the presence of ammonium acetate surprisingly revealed the formation of a mixture of 4-arylpyrimidines and 6-arylpyridin-2(l//)-ones (00JCS(P1)27). The ratio between pyridine and pyrimidine formation is dependent on the substituent X. With electron-donating substituents the formation of the pyridin-2(l//)-ones is favored, with electron-attracting substituents the formation of the pyrimidine derivatives (Scheme 21) In the formation of the 6-arylpyridin-2(l//)-ones the C-4- C-5-C-6 part of the pyrimidone-4 is the building block in the construction of the pyridine ring. Therefore, the pyrimidone can be considered as an activated o -nitroformylacetic acid (Scheme 21). 

The reacdon of y-nitrobiitenoate v/ith aldehydes and ketones in the presence of ammonium acetate gives 3-nitropiperidines. This reacdon is used for synthesis of CP-99,994, a highly potent substance P antagonist fScherae 10.23. ... 

Reactions with aqueous solutions. Uniform dissolution or corrosion of metals in acid, alkaline or neutral solutions (e.g. dissolution of zinc in hydrochloric acid or in caustic soda solution general corrosion of zinc in water or during atmospheric exposure). Reactions with non-aqueous solution (e.g. dissolution of copper in a solution of ammonium acetate and bromine in alcohol). 

Hence, water, ammonia, hydrogen fluoride and carbon dioxide separate from the mixture into the gaseous phase. However, despite the possibility of a solid-state interaction, the application of ammonium acetate solutions for washing of... 

Bromopyrogallol red solution, 10 4M. Dissolve 14.0 mg of bromopyrogallol red and 2.5 g of ammonium acetate in distilled water and dilute to 250 mL. This solution should be discarded after five days. 

Either the Mohr titration or the adsorption indicator method may be used for the determination of chlorides in neutral solution by titration with standard 0.1M silver nitrate. If the solution is acid, neutralisation may be effected with chloride-free calcium carbonate, sodium tetraborate, or sodium hydrogencarbonate. Mineral acid may also be removed by neutralising most ofthe acid with ammonia solution and then adding an excess of ammonium acetate. Titration of the neutral solution, prepared with calcium carbonate, by the adsorption indicator method is rendered easier by the addition of 5 mL of 2 per cent dextrin solution this offsets the coagulating effect of the calcium ion. If the solution is basic, it may be neutralised with chloride-free nitric acid, using phenolphthalein as indicator. 

Transfer 25 mL of the solution to be analysed, containing about 0.02 g of aluminium, to a conical flask, add 125 mL of water and warm to 50-60 °C. Then add a 20 per cent excess of the oxine solution (1 mL will precipitate 0.001 g of Al), when the complex Al(C9H6ON)3 will be formed. Complete the precipitation by the addition of a solution of 4.0 g of ammonium acetate in the... 

Dibenzo[/),/]thiepin-10(l 1H)-one (1) is an important synthon for the transformation of thiepins into other heterocycles. Oxidation with selenium(IV) oxide gives dibenzo[7>,/]thiepin-10,l 1-dionc (2), in 45% yield,38 which can be condensed with a series of benzaldchydes in the presence of ammonium acetate to provide the substituted 2-aryldibenzo[2,3 6,7]thiepino[4,5-t/]imidazoles 3, known to have anti-inflammatory properties.38... 

Furo[3,4-e)(l,2,4]triazines 204 (91 MI 1) were prepared by the reaction of 199 or its analogues with aroylhydrazines in the presence of ammonium acetate in acetic acid. Similarly, the respective 3,3 -bis(furo[3,4-e](l,2,4]triazine) was prepared by reacting 199 with oxalic acid hydrazide (91MI5). 

Many of these salts melt or sublime before or during decomposition and reaction temperatures generally increase with molar mass. Thermal analyses for a selection of ammonium carboxylates have been given by Erdey et al. [915] who conclude that the base strength of the anion increases with temperature until it reaches that of NH3. Decompositions of ammonium acetate (>333 K) and ammonium oxalate (>473 K) proceed through amide formation. Ammonium benzoate and ammonium salicylate sublime (>373 K) without decomposition but ammonium citrate decomposes (>423 K) to yield some residual carbon. 

This transformation can also be carried out under solvent-free conditions in a domestic oven using acidic alumina and ammoniiun acetate, with or without a primary amine, to give 2,4,5-trisubstituted or 1,2,4,5-tetrasubstituted imidazoles, respectively (Scheme 15A) [69]. The automated microwave-assisted synthesis of a library of 2,4,5-triarylimidazoles from the corresponding keto-oxime has been carried out by irradiation at 200 ° C in acetic acid in the presence of ammonium acetate (Scheme 15B) [70]. Under these conditions, thermally induced in situ N - O reduction occurs upon microwave irradiation, to give a diverse set of trisubstituted imidazoles in moderate yield. Parallel synthesis of a 24-membered library of substituted 4(5)-sulfanyl-lff-imidazoles 40 has been achieved by adding an alkyl bromide and base to the reaction of a 2-oxo-thioacetamide, aldehyde and ammonium acetate (Scheme 15C) [71]. Under microwave-assisted conditions, library generation time was dramatically re-... 

The synthesis of imidazoles is another reaction where the assistance of microwaves has been intensely investigated. Apart from the first synthesis described since 1995 [40-42], recently a combinatorial synthesis of 2,4,5-trisubstituted and 1,2,4,5-tetrasubstituted imidazoles has been described on inorganic solid support imder solvent-free conditions [43]. Different aldehydes and 1,2 dicarbonyl compounds 42 (mainly benzil and analogues) were reacted in the presence of ammonium acetate to give the trisubstituted ring 43. When a primary amine was added to the mixture, the tetrasubstituted imidazoles were obtained (Scheme 13). The reaction was done by adsorption of the reagent on a solid support, such as silica gel, alumina, montmorillonite KIO, bentonite or alumina followed by microwave irradiation for 20 min in an open vial (multimode reactor). The authors observed that when a non-acid support was used, addition of acetic acid was necessary to obtain good yields of the products. 

A similar microwave-assisted cyclization in the presence of ammonium acetate of an a-ketoamide, obtained by acylation of an a-aminoketone, was recently described for the synthesis of the antifungal agent Nortopsedin D [46]. The problem of the instabiUty of the a-amino ketones was successfully resolved by in situ acylation of the amine derived from Staudinger reaction of the azide 50 with a phosphine (Scheme 16). This ketoamide was... 

A different kind of triazine, 3,5,6-trisubstituted 1,2,4-triazines 166, were prepared by reaction of 1,2-diketones 164 with acyl hydrazide in the presence of ammonium acetate and acetic acid at 180 °C for 5 min under microwave irradiation in a sealed tube [107]. Different substituents can be introduced in the final triazines providing a general approach for this kind of heterocycles (Scheme 59). 

There are two notable features of the quantitative performance of this type of interface. It has been found that non-linear responses are often obtained at low analyte concentrations. This has been attributed to the formation of smaller particles than at higher concentrations and their more easy removal by the jet separator. Signal enhancement has been observed due to the presence of (a) coeluting compounds (including any isotopically labelled internal standard that may be used), and (b) mobile-phase additives such as ammonium acetate. It has been suggested that ion-molecule aggregates are formed and these cause larger particles to be produced in the desolvation chamber. Such particles are transferred to the mass spectrometer more efficiently. It was found, however, that the particle size distribution after addition of ammonium acetate, when enhancement was observed, was little different to that in the absence of ammonium acetate when no enhancement was observed. 

As with conventional Cl, this is a very mild form of ionization leading to molecular species with little or no fragmentation, i.e. (M + H)+ and (M — H) . This is not, however, always the case. The use of chromatographic modifiers may change the composition of the Cl plasma to such a state that, as in Cl and thermospray, other ions may be formed, e.g. the presence of ammonium acetate may lead to (M - - NH4)+ and (M - - CHsCOO)" ions in the positive- and negative-ion modes, respectively. The chemistry of the analyte may also have an effect, as has been discussed for ESI, with, for example, the spectra of fullerenes extracted from soot particles yielding an M+ molecular species [16],... 

NH4" ((2 q) + CH3 C02 <2 q) NH3(f2 q) + CH3 CO2 H(t2 q) Combine proton transfer equilibrium reactions involving water so that the net result is the above reaction, and use this sequence of reactions to derive an expression for. eq for this reaction in terms of K, K, and. (b) Make a list of all the proton-transfer reactions that occur in this solution, (c) Use and Zj, to calculate the concentrations of H3 O and OH that result from the reactions of NH4 and CH3 CO2 with water in a 0.25 M solution of ammonium acetate, (d) Based on the results of part (c), what pH would you expect to find for this solution ... 

At least four chromatographic standards prepared at concentrations equivalent to 50-70% of the limit of quantitation (LOQ) up to the maximum levels of analytes expected in the samples should be prepared and analyzed concurrently with the samples. In LC/MS/MS analysis, the first injection should be that of a standard or reagent blank and should be discarded. Then, the lowest standard should be injected, followed by two to four blanks, control samples, fortifications or investigation samples, followed by another chromatographic standard. This sequence is then repeated until all the samples have been injected. The last injection should be that of a standard. In order to permit unattended analysis of a normal analysis set, we recommend that samples and standards be made up in aqueous solutions of ammonium acetate (ca 5 mM) with up to 25% of an organic modifier such as acetonitrile or methanol if needed. In addition, use of a chilled autosampler maintained at 4 °C provides additional prevention of degradation during analysis. 

The HIC column was equilibrated in ammonium acetate, pH 8.5 to 11.0, and elution was achieved by washing in a solution of lowered salt concentration. Preliminary experiments indicated that the salt concentration of the crude ammoniacal solutions had to be increased by addition of ammonium acetate to ensure binding of DMT-on product to the column. While elution with low concentrations of ammonium acetate was tried, the most successful procedures involved use of plain water (in this case, water for injection). Flow-through and wash fractions contain the DMT-off failure sequences. The water wash contains the DMT-on sequences. Table 2 contains a summary of some of the key experiments used to develop the final HIC protocol. 

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