Two-step conversion of 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine into 4,5,6-trichloropyrimidine-2-carbonitrile

doi:10.1016/J.TETLET.2017.05.082

Paper

Two-step conversion of 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine into 4,5,6-trichloropyrimidine-2-carbonitrile

Published Jun 28, 2017 · A. Kalogirou, M. Manoli, P. Koutentis

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Abstract

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Study Snapshot

A two-step conversion of 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine into 4,5,6-trichloropyrimidine-2-carbonitrile yields 81% densely functionalized 4,5,6-trichloropyrimidine-2-carbonitrile

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Two-step conversion of 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine into 4,5,6-trichloropyrimidine-2-carbonitrile

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References

Discovery of a Phosphoinositide 3-Kinase (PI3K) β/δ Inhibitor for the Treatment of Phosphatase and Tensin Homolog (PTEN) Deficient Tumors: Building PI3Kβ Potency in a PI3Kδ-Selective Template by Targeting Nonconserved Asp856.

A highly selective PI3K/ inhibitor with excellent pharmacokinetic profile and efficacy in PTEN-deficient tumors was discovered.

The Acid and/or Thermal Mediated Ring Contraction of 4H-1,2,6-Thiadiazines To Afford 1,2,5-Thiadiazoles.

Acid and/or thermal mediated ring contraction of 4H-1,2,6-thiadiazines leads to 3-aryl-4-(2-arylbenzo[d][1,3]dioxol-2-yl)-1,2,5-thiadiazoles, with a double Wagner

Regioselective geminal dichloride reactivity of 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine: access to 4,4-dioxo- and dithio-ketals

Regioselective geminal dichloride reactivity allows for the formation of ketal or thioketal 3,5-dichloro-4H-1,2,6-thiadiazines in 31-97% yields.

Synthesis of N-Aryl-3,5-dichloro-4H-1,2,6-thiadiazin-4-imines from 3,4,4,5-Tetrachloro-4H-1,2,6-thiadiazine.

This study demonstrates a method for synthesis of N-aryl-3,5-dichloro-4H-1,2,6-thiadiazin-4-imines from 3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine in high yields, with potential applications in organic

A Qualitative Comparison of the Reactivities of 3,4,4,5-Tetrachloro-4H-1,2,6-thiadiazine and 4,5-Dichloro-1,2,3-dithiazolium Chloride

3,4,4,5-tetrachloro-4H-1,2,6-thiadiazine has higher yielding transformations into 3,5-dichloro-4H-1,2,6-thiadiazin-4-one and 2-(3,5-dichloro-4H-1,2,6-thiadiazin-4-y

Citations

Chemistry of 3,5‐Dichloro‐4H‐1,2,6‐thiadiazine‐4‐thione

3,5-Dichloro-4H-1,2,6-thiadiazine-4-thione can be synthesized independently and reacted with various compounds to form ylidenes, spirocyclic 3,6-dihydro-2H-thiopyran, and 4,5-dichlor

Catalyzed Methods to Synthesize Pyrimidine and Related Heterocyclic Compounds

Catalyzed methods have advanced in synthesizing pyrimidine and related heterocyclic compounds, with a focus on different types of cycloadditions and their impact on the pyrimidine ring formation.

4,5,6-Trichloropyrimidine-2-carboxamide

4,5,6-trichloropyrimidine-2-carboxamide (5) was successfully synthesized by reacting 4,5,6-trichloropyrimidine-2-carbonitrile (1) with concentrated sulfuric acid at 20°C, yielding 4,5,6-trichloropyrimidine-2

Synthesis of 2-Cyanopyrimidines

This study successfully synthesized and fully characterized various 2-cyanopyrimidines, including 5-chloro-4,6-dimethoxypyrimidine-2-carbonitrile (10).