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Ethanolamine-O-sulfate (EOS) is an ester of sulfuric acid and ethanolamine. EOS is a GABA transaminase inhibitor which prevents the metabolism of GABA. [2] It is used as a biochemical tool in studies involving GABA. EOS is also a diuretic [3] and an anticonvulsant. [4]
Hydrolysis of the carbamate in the presence of barium hydroxide completes the synthesis of Teniloxazine (8). Alternately, base reaction between 1-[2-(2-thenyl)phenoxy]-2,3-epoxypropane [55506-46-2] (9) and 2-Aminoethyl hydrogen sulfate [926-39-6] (10) is another way to perform the synthesis.
Triethylenetetramine (TETA and trien), also known as trientine when used medically, is an organic compound with the formula [CH 2 NHCH 2 CH 2 NH 2] 2. The pure free base is a colorless oily liquid, but, like many amines, older samples assume a yellowish color due to impurities resulting from air oxidation. It is soluble in polar solvents.
The scheme depicts the mechanism for the Leuckart reaction using formamide as the reducing agent. Formamide first nucleophilically attacks the carbonyl carbon. The oxygen is protonated by abstracting hydrogen from the nitrogen atom, subsequently forming a water molecule that leaves, forming N-formyl derivative, which is resonance stabilized. [3]
ch 3 ch 2 oh + h 2 so 4 → ch 3 ch 2 oso 3 h + h 2 o If the temperature exceeds 140 °C, the ethyl sulfate product tends to react with residual ethanol starting material, producing diethyl ether . If the temperature exceeds 170 °C in a considerable excess of sulfuric acid, the ethyl sulfate breaks down into ethylene and sulfuric acid.
Binary ethylenimine (BEI) is a preparation of aziridine.It can be produced by heating bromoethylamine hydrobromide or 2-aminoethyl hydrogen sulfate in the presence of sodium hydroxide (Gabriel method).
The acid chloride suffers attack by diazomethane with loss of HCl. The alpha-diazoketone (RC(O)CHN 2) product undergoes the metal-catalyzed Wolff rearrangement to form a ketene, which hydrates to the acid. [16] [17] [4] The rearrangement leaves untouched the stereochemistry at the carbon alpha to the acid chloride. [6]
The general formula is R−SO 2 NR'R" or R−S(=O) 2 −NR'R", where each R is some organic group; for example, "methanesulfonamide" (where R = methane, R' = R" = hydrogen) is CH 3 SO 2 NH 2. Any sulfonamide can be considered as derived from a sulfonic acid by replacing a hydroxyl group ( −OH ) with an amine group.