Related Experiment Video
Updated: Aug 14, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
[Reaction of cytidylic acid with O-delta-aminooxybutylhydroxylamine]
Abstract:
The reaction of cytidylic acid with O-delta-aminooxybuthylhydroxylamine H2NO(CH2)4ONH2 (delta-HA) was studied. The reaction occurs in agreement with the mechanism of the cytidine and hydroxylamine or O-methylhydroxylamine interaction and results in appearance of two compounds: 4-O-delta-aminooxybuthyloxyme of 6-O-delta-aminooxybuthoxyamino-5,6-dihydrouridine-5'-phosphate and 4-O-delta-aminooxybuthyloxyme of uridine-5'-phosphate. These products are produced in pure form by gel-chromatography and these structures are evidenced by UV- and PMR-spectroscopy and by reaction with acetone. The kinetics of correspondent reaction was studied by UV-spectroscopy.
Related Concept Videos
Acid Halides to Carboxylic Acids: Hydrolysis
As shown below, the mechanism involves a nucleophilic attack by water at the carbonyl carbon to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen π bond along with the departure of a halide ion. A final proton transfer step yields carboxylic acid...
Acid Halides to Amides: Aminolysis
In the first step of the aminolysis mechanism, the amine attacks the carbonyl carbon of the acyl chloride to form a tetrahedral intermediate. In the second step, the carbonyl group is re-formed with the elimination of a chloride...
Preparation of Amides
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
Amides to Carboxylic Acids: Hydrolysis
Acid-catalyzed hydrolysis:
Hydrolysis of amides under acidic conditions yields carboxylic acids. Since the reaction occurs slowly, hydrolysis requires the conditions of heat.
The mechanism begins with the protonation of the carbonyl oxygen by the acid catalyst. The protonation makes the amide carbonyl carbon more...
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary amide...
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism

