Triethylamine perchlorate

Triethylamine Perchlorate. Et3N.HC104 CfiHi 6CINO4 mw 201.55 OB to CO2 -127.0% cryst solid mp 158—71°. Its impact sensy was found to be above 120 inches using the PicArsn machine with a 2-kg wt (insens). A stoichiometric soln in 100% nitric ac (fp —65° storage stab at 200°F, 60 hours I p at 20 atm, 218.1 secs) has been patented as a monoproplnt Refs 1) Beil, not found 2) R.C. Doss, USP 3031838 (1962) CA57,7508 (1962)... 

Ketoamides can participate in a variation of the Paal-Knorr condensation to yield 5-alkyl-2-aminofurans. Boyd described the cyclization of 1,4-ketoamides 91 upon exposure to acetic anhydride and perchloric acid to yield imminium salts 92 that furnished aminofurans 93 after treatment with triethylamine. ... 

The reaction of 2,4,6-trihalophenols with tropylium perchlorates in the presence of triethylamine gives phenolate dye (Scheme 10) followed by acetylation to give dye 76 from which the leuco compounds 77 can be prepared103 by catalytic reduction using Pd-C/H2. 

A convergent synthesis of chiral 6,5-bicyclic hexahydropyridazine derivative 394 is described. Methyl ester 391 is deprotected with perchloric acid in aqueous THF to provide the corresponding diol 392. Its cyclization is achieved by refluxing its dichloromethane solution with excess triphenylphosphine, tetrachloromethane, and triethylamine. The crude hydroxy derivative 394 is separated from triphenylphosphineoxide via the corresponding silylated derivative 393 (Scheme 60) <1995H(41)2487>. 

Treatment of 2-benzoylpyridine 81 with p-toluene-sulfonamide gave 1-amino-2-benzoylpyridinium tosylate 82 (X = OTs), which was cyclized with formamide in the presence of triethylamine hydrobromide to give 83 (82FRP2486942). The reaction of the perchlorate 82 (X = C104) with urea in polyphosphoric acid afforded 3-hydroxy-l-phenylpyrido[2,l-/][l,2,4]triazinium perchlorate 84. Treatment of this salt with base led to the zwitterionic l-phenylpyrido[2,l-/][l,2,4]triazin-5-ium-3-olate 85 (86JHC375). Pharmaceutical compositions contain 83 (82FRP2486942). 

Treatment of l-methyltetrazolo[5,l-tf]isoindolium perchlorate 49 with acyl chlorides and triethylamine in dioxane as solvent affords a mixture of the 5-acyl-l-methyltetrazolo[5,l-tf]isoindoles 50 and the monomethine cyanine dye 51 (Equation 2) <2004T195>. 

We have examined very carefully reaction mixtures of (I) in methylene dichloride with perchloric acid. Under our best anhydrous conditions, when the reaction mixtures were neutralised with anhydrous triethylamine, the concentration of hydroxyl groups was between 2 x 10"3 and 10"2 M, which corresponds to between 2 and 5% of the perchloric acid concentration [18]. These small concentrations of hydroxyl groups are difficult to determine accurately, and they probably correspond to the residual water concentration. Thus this line of evidence favours the Keele mechanism. 

Chlorine, Antimony trichloride, Tetramethylsilane, 4047 Chlorine, 2-Chloroalkyl aryl sulfides, Lithium perchlorate, 4047 Sulfur tetrafluoride, 2-(Hydroxymethyl)furan, Triethylamine, 4350 Titanium, Halogens, 4919... 

Cyclodehydration of l-carboxymethyl-2-pyridone with acetic anhydride and perchloric acid gave the corresponding 1,3-oxazolonium perchlorate which with triethylamine gave the dimer (72) directly. Similar dimerization of other meso-ionic l,3-oxazol-5-ones (66) have been reported. The monomer (71) could not be isolated, but acetyl (67, R = Me) and benzoyl (67, R = Ph) derivatives were prepared from a... 

Amino-3,5-dimethylisoxazole (372, R = H) gave an iV-tosyl derivative (372, R = tosyl), which by treatment with methyl fluorosulfonate followed by perchloric acid gave the salt 371, R = R = R = Me, R = tosyl, X = C104. Attempts to isolate the meso-ionic sul-fonamidate (370, R = R = R = Me, R = tosyl) by treatment of the salt with potassium hydroxide or triethylamine were unsuccessful, but spectroscopic evidence for its formation in solution has been offered. 

Diphenyl-2//-thiopyran 233 is one of the products (12 to 72%) formed by ethanolic methylamine, ethylamine, benzylamine or triethylamine with 2,4-diphenylthiopyrylium perchlorate.273 Trichlorosilane was found to demethylate thiabenzene sulfoxide 234 reductively to mixtures of isomeric thiopyrans 222 and 223.267,274... 

Treatment of /3-aroylpropionamides (11) with acetic anhydride and perchloric acid led to the salts (12), which on deprotonation with triethylamine yielded 2-aryl-5-dialkyl-aminofurans (13) (Scheme 3) (73JCS(Pl)2523). 

Eastham and Derwent474 have also studied the kinetics of the perchloric acid-catalyzed reaction of ethylene oxide with pyridine. In excess of pyridine the rate was found to be dependent on the Conor Titrations of ethylene oxide and perchloric add. Addition of stronger bases,. g. ammonia, triethylamine, or benzylamiae, depressed the vum of cleavage, presumably by competing with ethylene oxide for thr-available proton source, believed to be pyridinium perchlorate in this case. Other acids examined included nitric acid and hydroiodie irireaction rate depended to a certain extent... 

The 2-methyl group of 2,6-dimethylpyrido[l,2- ]pyrimidinium perchlorate reacted readily with 3-methyl-2-methyUhiobenzthiazo ium meth-osulfate in the presence of triethylamine.3... 

Kinetic parameters can be obtained from time resolved measurements. The time profile of the transients (formation and decay) of the photoreaction of benzil (7) with triethylamine (6) in acetonitrile is shown in Fig. 5, together with the influence of added lithium perchlorate on the lifetime of the radical anion intermediates. 

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