2- Aminoethanol

The alkylurea 576 and oxamide 577 are formed by oxidative carbonylation of amines under CO pressure using Pd/C as a catalyst[518]. The urea formation proceeds under atmospheric pressure using PdCh and CuCl2[519]. The mono-and double carbonylations of / -aminoethanol (578 and 579) afford the cyclic carbamate (oxazolidinones) 580 and oxamide (morpholinediones) 581 [520,521]. 

Hydrogen chloride Acetic anhydride, aluminum, 2-aminoethanol, ammonia, chlorosulfonic acid, ethylenediamine, fluorine, metal acetylides and carbides, oleum, perchloric acid, potassium permanganate, sodium, sulfuric acid... 

Mesityl oxide 2-Aminoethanol, chlorosulfonic acid, nitric acid, ethylenediamine, sulfuric acid... 

A number of 1,2,3-oxathiazole 5-oxides are prepared from the reaction of thionyl chloride with various ethane derivatives having vicinal oxygen- and nitrogen-containing groups. Reaction of the 2-aminoethanol derivative (146) with SOCI2 gave (147) (see Chapter 4.34). 

Aminoethanol hydrochloride [2002-24-6] M 97.6, m 75-77 . Crystd from EtOH. It is deliquescent. 

Dibromoethane (ethylene dibromide) 2-Dibutylaminoethanol (aminoethanol compounds) Dibutyl phosphate... 

Aminoanthraqumone, 12 Aminoazobenzene, 12 Aminoazotoluene, 12 2-Amino-4-chlorophenol, 12 2 - Amino-5 -diethylaminopentane, 12 Aminoethanol, 12... 

Preparation of the prototype in this series, procaine (31). i.irts with the oxidation of p-nitrotoluene (27) to the corre-Hiding benzoic acid (28). This is then converted to the acid ll Inride (29) reaction of the halide with diethyl aminoethanol fiI lords the so-called basic ester (30). Reduction by any of a .fl ics of standard methods (e.g., iron and mineral acid, cata-Ivlic reduction) affords procaine (31). ... 

The crude iodinated acid was then dissolved in 500 ml of 95% alcohol, 10 g of dimethyl-aminoethanol was added, the solution was decolorized with activated charcoal and filtered at 70°C. After keeping the filtrate for several hours at 5°C, the heavy crystalline precipitate which formed was collected by filtration and washed with acetone. The mother liquors were concentrated to 150 ml and cooled to give a second crop which was further purified by recrystallization from 50 ml of 95% alcohol. In this way a total of 36.0 g of dimethyl-aminoethanol salt of dextro-/3-(3,5-diiodo-4-hydroxy)-o-phenylpropionic acid, MP 151° to 153°C, was obtained. The melting point of the dimethylaminoethanol salt of unresolved /3-(3,5-diiodo-4-hydroxy)-o-phenylpropionic acid was 142° to 144°C. 

Benzyl cyanide is first reacted with 2-butylbromide in the presence of sodium amide to give 2-phenyl-3-methylvaleronitrile which is hydrolyzed by sulfuric acid to give 3-methyl-2-phenyl-pentanoic acid. 24 g of 2-phenyl-3-methyl-pentanoic acid are heated for one hour at 175° to 185°C with 30 g of 2-diethylaminoethanol and 0.5 g of sodium methylate. The excess diethyl-aminoethanol is removed in vacuo, the residue is dissolved in 300 cc of 2 N-acetic acid, the acid solution is shaken with ether and made alkaline with concentrated potassium carbonate solution and ice. The ether solution Is washed with water, dried with sodium sulfate and evaporated. The residue is distilled under high vacuum, yielding 20 to 21 g of the basic ester (60% of the theoretical) is obtained, the ester boiling at 98° to 100°C at a pressure of 0.03 mm. The hydrochloride of the ester melts at 112° to 113°C and the methobromide at 100° to 101°C. 

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