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Microwave irradiation of phthalic anhydride and hydroxylamine hydrochloride in pyridine produces N-hydroxyphthalimide in 81% yield. [7] Even in the absence of a base, phthalic anhydride and hydroxylamine phosphate react to produce N-hydroxyphthalimide in 86% yield when heated to 130 °C. [8] Preparation of N-hydroxyphthalimide from phthalic ...
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The Kröhnke pyridine synthesis provides a fairly general method for generating substituted pyridines using pyridine itself as a reagent which does not become incorporated into the final product. The reaction of pyridine with bromomethyl ketones gives the related pyridinium salt, wherein the methylene group is highly acidic.
The Chichibabin pyridine synthesis (/ ˈ tʃ iː tʃ iː ˌ b eɪ b iː n /) is a method for synthesizing pyridine rings. The reaction involves the condensation reaction of aldehydes, ketones, α,β-Unsaturated carbonyl compounds, or any combination of the above, with ammonia. [1] It was reported by Aleksei Chichibabin in 1924.
The Kröhnke method in this synthesis was crucial due to the failure of other cyclization techniques such as the Glaser coupling or Ullmann coupling. Figure 13. Another use of the Kröhnke pyridine synthesis was the generation of a number of 2,4,6-trisubstituted pyridines that were investigated as potential topoisomerase 1 inhibitors.
The Sarett oxidation is an organic reaction that oxidizes primary and secondary alcohols to aldehydes and ketones, respectively, using chromium trioxide and pyridine.Unlike the similar Jones oxidation, the Sarett oxidation will not further oxidize primary alcohols to their carboxylic acid form, neither will it affect carbon-carbon double bonds. [1]
2-Picoline was the first pyridine compound reported to be isolated in pure form. It was isolated from coal tar in 1846 by T. Anderson. [2] This chemistry was practiced by Reilly Industries. [3] It is now mainly produced by two principal routes. One method involves the condensation of acetaldehyde and ammonia in the presence of an oxide catalyst ...
Cr(VI)-pyridine and pyridinium reagents have the advantage that they are soluble in organic solvents as are the alcohol substrates. One family of reagents employs the complex CrO 3 (pyridine) 2. [2] Sarett's reagent: a solution of CrO 3 (pyridine) 2 in pyridine. It was popularized for selective oxidation of primary and secondary alcohols to ...
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