Ethyl chlorocarbonate

Phenyl isothiocyanate has been prepared from thiocarbanilide by the action of phosphorus pentoxide, hydrochloric acid, iodine, phosphoric acid, acetic anhydride, and nitrous acid. It has also been prepared from ammonium phenyl dithiocarbamate by the action of ethyl chlorocarbonate, copper sulfate lead carbonate, lead nitrate, ferrous sulfate,and zinc sulfate. ... 

Chemical Designations - Synonyms Chloroformic acid, ethyl ester Ethyl chlorocarbonate Chemical Formula CICOOC Hj... 

As previously discussed, ethyl chlorocarbonate reacts rapidly and selectively with an equatorial 3-hydroxyl group to give the corresponding cathylate. Trityl ethers, usually employed as a selective protecting group for primary hydroxyls, can be prepared from A -3j3-ols by heating with triphenylmethyl chloride in pyridine, and from 5a-3 -alcohols by more prolonged heat-... 

Equatorial 6a- and 7)5-alcohols form cathylates whereas the axial 6)5-, 7a-, 11)5- and 12a-alcohols do not react with ethyl chlorocarbonate. Nitrates have been obtained from equatorial 6a-alcohols and from axial 6)5- and 12a-alcohols. ... 

Preparation—Cholestane-3(i,5a,6P-triol 3-Cathylate A solution of choles-tane-3/ ,5a,6j5-triol (1 g) in dioxane (10 ml) and pyridine (1.6 ml) is cooled to 25° and treated dropwise and with cooling with 2 ml of ethyl chlorocarbonate. After 1 hr, 25 ml of water and 1 ml of 36 % hydrochloric acid are added and the mixture is heated for 30 min on the steam bath and cooled. The product, a granular white solid, is filtered to yield 1.19 g mp 180-182°. Crystallization from methanol (75 ml) gives 0.62 g or prisms, mp 184.5-185°, and a second crop, 0.38 g, mp 183-184° (total yield 83%). Two recrystallizations of the 1st crop material yield prisms mp 184-185° [ ] —16° (CHCI3). 

The Grignard reagent from 2-thenyl chloride can be obtained by the use of the "cyclic reactor.However, rearrangement occurs in its reaction with carbon dioxide, ethyl chlorocarbonate, acetyl chloride, formaldehyde, and ethylene oxide to 3-substituted 2-methylthio-phenes, Only in the case of carbon dioxide has the normal product also been isolated. 

A mixture of 125 g of o-(proom temperature for 3 days, diluted with about 500 ml of water and extracted with 300 ml of ether. The ethereal extract Is washed with 300 ml of water, dried over calcium chloride, filtered and concentrated. The resulting ethyl o-(pnext step without further purification. 

To this there is added dropwise with continued cooling and stirring a solution of ethyl chlorocarbonate (0.1 mol). After approximately 10 minutes, the acylating mixture is cooled to about -5°C and then is slowly added to a stirred ice-cold mixture of 6-aminopenicillanic acid 0.1 mol), 3% sodium bicarbonate solution (0.1 mol) and acetone. This reaction mixture is allowed to attain room temperature, stirred for an additional thirty minutes at this temperature and then is extracted with ether. 

Sodium N-(1-methoxycarbonyl-1 -propen-2-yl)-D(-)-0 -amino-(4-hydroxyphenyl)acetate Ethyl chlorocarbonate... 

The 5-methyl-5-ethyloxazolidine-2,4-dione may be prepared by reacting methyl ethyl ketone with sodium cyanide and with ammonium thiocyanate followed by desulfurization. This intermediate may also be prepared by condensing a-hydroxy-a-methylbutyramide with ethyl chlorocarbonate or by condensing ethyl a-hydroxy-a-methylbutyrate with urea. Another method described (Traube and Aschar, Ber., 46, 2077-1913) consists in the condensation of ethyl a-hydroxy-a-methylbutyrate with guanidine followed by hydrolysis. 

Ethyl chlorocarbonate Amo xapine Amoxicillin Ampicillin Cefadroxil Ethyl chloroformate Azidocillin Fominoben HCI Hydroxyphenamate Lo xapine... 

Carbene complexes have also been prepared by transmetallation reactions. Lithiated azoles react with gold chloride compounds and after protonation or alkylation the corresponding dihydro-azol-ylidene compounds, e.g., (381) or (382), are obtained.22 9-2264 Silver salts of benz-imidazol have also been used to obtain carbene derivatives.2265 Mononuclear gold(I) carbene complexes also form when trimeric gold(I) imidazolyl reacts with ethyl chlorocarbonate or ethyl idodate.2266,2267 The treatment of gold halide complexes with 2-lithiated pyridine followed by protonation or alkylation also yields carbene complexes such as (383).2268 Some of these carbene complexes show luminescent properties.2269-2271... 

Diaminobiuret has been prepared only from N-tricarboxylic ester and hydrazine hydrate.1 Ethyl hydrazinecarboxylate has been prepared by reduction of nitrourethan electrolytically2 or with zinc dust and acetic acid,3 and by the action of hydrazine hydrate on diethyl carbonate,4 6 ethyl chlorocarbonate,6 and N-tricarboxylic ester.1... 

Triphenylcarbinol has been obtained by the reaction between phenylmagnesium bromide and benzophenone,1 methyl benzoate, or phosgene 8 by action of phenylsodium upon benzophenone, benzoyl chloride, ethyl chlorocarbonate, or ethyl benzoate 4 by hydrolysis of triphenylchloromethane 5 and by oxidation of tri-phenylmethane.6... 

Ethyl a-bromoisobutyrate, 21, 53 Ethyl /3-bromopropionate, 20, 6S Ethyl caprylate, 20, 69 Ethyl carbonate, 23, 95, 97 Ethyl chlorocarbonate, 21, 81 2-Ethylchromone, 21, 42 Ethyl diacetylacetate, 21, 46 copper derivative, 21, 46 Ethyl a,a-DIMETHYL-/3-PHENYL-/3-hydroxypropionate, 21, S3 Ethylene chloride, 20, 28 22, 76 ETHYLENEDIAMINE, IV IV-DIBUTYL-, 23, 23... 

Diethyl benzoylmalonate has been prepared by treatment of the copper derivative of ethyl benzoylacetate with ethyl chlorocarbonate.9 It... 

B. Mixed benzoic-carbonic anhydride (Note 7). In a 500-ml. threenecked flask, equipped with a low-temperature thermometer, an efficient sealed stirrer, and an adaptive joint carrying a drying tube and a dropping funnel, is placed a solution of 24.4 g. (0.2 mole) of benzoic acid (Note 8) and 20.2 g. (0.2 mole) of triethylamine (Note 9) in 200 ml. of dry toluene. The solution is cooled below 0° by means of an ice-salt mixture, and 21.7 g. (0.2 mole) of ethyl chlorocarbonate (Note 10) is added at such a rate that the temperature does not rise above 0° (approximate time for addition is 25-30 minutes). Triethylamine hydrochloride precipitates both during the addition and while the mixture is stirred for 15-25 minutes thereafter. 

Ethyl phenylacetate may be prepared by the treatment of benzyl cyanide with alcohol and hydrochloric acid gas.1 It is much more convenient in the laboratory, however, to use sulfuric acid in place of hydrochloric acid in fact, the yields obtained are better than those recorded in the literature. This ester may also be made by the esterification of phenylacetic acid with hydrochloric acid and alcohol 2 or with alcohol and sulfuric acid 3 the following less important methods of preparation may be mentioned the action of benzyl magnesium chloride upon ethyl chlorocarbonate,4 and the action of copper on a mixture of bromobenzene and ethyl chloroacetate at 1800.5... 

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