PHOSPHORUS OXYBROMIDE AS A BROMINATING AGENT. BROMOPYRIMIDINES<sup>1</sup>

Golding, D. R. V.; Senear, A. E.

doi:10.1021/jo01166a013

Cited by 8 publications

(3 citation statements)

References 3 publications

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“…Golding and Senear reported the use of phosphorus oxybromide as a reagent for the bromination of hydroxypyrimidines. 1212 A number of new bromopyrimidines, with bromine in the 2-, 4-, and 6-positions, were reported. Direct fusion of the reactants led to the formation of 2,4,6tribromopyrimidine, 2-amino-4-bromopyrimidine, 2-amino- , NaBr, and NaOCl.…”

Section: Reagents Other Than Bromo-organic As Well Asmentioning

confidence: 99%

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Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

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Bromination is one of the most important transformations in organic synthesis and can be carried out using bromine and many other bromo compounds. Use of molecular bromine in organic synthesis is well-known. However, due to the hazardous nature of bromine, enormous growth has been witnessed in the past several decades for the development of solid bromine carriers. This review outlines the use of bromine and different bromo-organic compounds in organic synthesis. The applications of bromine, a total of 107 bromo-organic compounds, 11 other brominating agents, and a few natural bromine sources were incorporated. The scope of these reagents for various organic transformations such as bromination, cohalogenation, oxidation, cyclization, ring-opening reactions, substitution, rearrangement, hydrolysis, catalysis, etc. has been described briefly to highlight important aspects of the bromo-organic compounds in organic synthesis.

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Section: Reagents Other Than Bromo-organic As Well Asmentioning

confidence: 99%

“…Golding and Senear reported the use of phosphorus oxybromide as a reagent for the bromination of hydroxypyrimidines . A number of new bromopyrimidines, with bromine in the 2-, 4-, and 6-positions, were reported.…”

Section: Bromination Reactionsmentioning

confidence: 99%

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

2016

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“…Previous attempts to synthesize 6-bromo-3-methyl-(VIII)and6-bromo-1,3-dimethyluracil (IX) analogous to the 6-chloro compounds were unsuccessful because impurities, the presence of water and the use of an excess of POBra caused the formation of polybromo derivatives. The best results were accomplished by mixing equimolar amounts of the barbituric acids II or III and pure POBra [6] at room temperature and with subsequent heating to reflux.…”

Section: Introductionmentioning

confidence: 99%

Pyrimidines, Part XXII Synthesis and Properties of 5, 6‐Dihalogenouracils

Pfleiderer

Deiss

1968

Israel Journal of Chemistry

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The synthesis of various 6‐mono‐ and 5,6 dihalogeno‐uracils is described. It is shown by ultraviolet absorption spectral comparisons in aqueous solutions that the neutral species of all synthesized compounds exist in the dilactam form. The monoanions are formed by loss of a proton from N‐1. pKa values and ultraviolet absorption spectra are reported and the influence of the different halogen substituents are on these properties discussed.

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Halogenopyrimidines

1962

Chemistry of Heterocyclic Compounds: A Series of Monographs

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PHOSPHORUS OXYBROMIDE AS A BROMINATING AGENT. BROMOPYRIMIDINES¹

Abstract: 1. The use of phosphorus oxybromide as a reagent for the bromination of hydroxypyrimidines is reported.2. A number of new bromopyrimidines, with bromine in the 2, 4, and 6positions are reported. Pasadena, Calif.

Cited by 8 publications

References 3 publications

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Pyrimidines, Part XXII Synthesis and Properties of 5, 6‐Dihalogenouracils

Halogenopyrimidines

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PHOSPHORUS OXYBROMIDE AS A BROMINATING AGENT. BROMOPYRIMIDINES1

Abstract: 1. The use of phosphorus oxybromide as a reagent for the bromination of hydroxypyrimidines is reported.2. A number of new bromopyrimidines, with bromine in the 2, 4, and 6positions are reported. Pasadena, Calif.

Cited by 8 publications

References 3 publications

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Use of Bromine and Bromo-Organic Compounds in Organic Synthesis

Pyrimidines, Part XXII Synthesis and Properties of 5, 6‐Dihalogenouracils

Halogenopyrimidines

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Product

Resources

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PHOSPHORUS OXYBROMIDE AS A BROMINATING AGENT. BROMOPYRIMIDINES¹