A General Synthesis of New Dithiolethione Derivatives: 5-(1-Hydroxyimino Alkyl)-1,2-Dithiole-3-Thiones and 5-Acyl-I,2-Dithiole-3-Thiones

Abazid, Mohammad Alakel; Bertrand, Hugues‐Olivier; Christen, Marie‐Odile; Burgot, Jean‐Louis

doi:10.1080/10426509408036922

Cited by 14 publications

(8 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Whatever the substance, the correlation coefficient was over 0.996 (so r is the only statistical datum given in Table 6). The log k 0 values were in the same range as the corresponding log P oct values although they were generally slightly higher as shown by the values of ∆ ) log P oct -log k 0 , most of which were negative (Table 6).…”

Section: Determination Of Collander-type Relationshipssthementioning

confidence: 98%

Correlations Between n-Octanol/Water Partition Coefficients and RP-HPLC Capacity Factors of 1,2-Dithiole-3-thiones and 1,2-Dithiol-3-ones

Boudeville¹,

Bona²,

Burgot³

1996

Journal of Pharmaceutical Sciences

View full text Add to dashboard Cite

From the experimental n-octanol/water partition coefficients (log Poct) of 33 1,2-dithiole-3-thiones and 18 1,2-dithiol-3-ones and their respective log k, Collander-type relationships were established at various volume fractions of methanol in the mobile phase and on an ODS 2 stationary phase. Collander-type relationships were also established between log Poct and log K0 (capacity factor extrapolated to 0% of organic modifier). The correlations are good, and their parameters depend on the volume fraction of organic modifier, as expected. These relationships were used to evaluate the log Poct of seven very lipophilic dithiolethiones (3.7 < log P < 7.2). Extrapolated values were compared with calculated values from fragmental constants determined in a previous work and with those given by Rekker.

show abstract

Section: Determination Of Collander-type Relationshipssthementioning

confidence: 98%

Correlations Between n-Octanol/Water Partition Coefficients and RP-HPLC Capacity Factors of 1,2-Dithiole-3-thiones and 1,2-Dithiol-3-ones

Boudeville¹,

Bona²,

Burgot³

1996

Journal of Pharmaceutical Sciences

View full text Add to dashboard Cite

show abstract

“…NMR spectra were recorded on a 300 MHz Bruker AM 300 instrument; observation frequency were taken at 300 MHz for 1 H and 75 MHz for 13 C; chemical shifts are referred to tetramethylsilane (d ¼ 0 ppm) (CRMPORennes). 1 H and 13 C NMR data of compounds 1a, 1a 0 , 3a, 4a and 5a are given in Tables I and II. Melting points were determined on an Electrothermal 9200 instrument.…”

Section: Methodsmentioning

confidence: 99%

“…The resultant solution was then dried, filtered and concentrated to give a mixture of 1a and 1a 0 , which were separated by column chromatography on silica gel: 1a 0 was eluted first with light petroleum-toluene (3:2, v=v), followed by 1a with light petroleum-toluene (2:3, v=v). ON THE PREPARATION OF 3-(5-FORMYL-3-THIOXO-3H- [1,2]DITHIOL-4-YL)-PROPIONIC ACID 197…”

Section: Methodsmentioning

confidence: 99%

“…The synthesis of 5-[1-hydroxyiminoalkyl]-1,2-dithiole-3-thiones 3 (dithiolethiones oxime 3) by the action of sodium nitrite in anhydrous acetic acid on 5-alkyldithiolethiones 1 through the isolation of disulfides 2 as intermediates has been described as being general [1], Scheme 1. This reaction is interesting because it provides a route to dithiolethiones functionalized at C-5.…”

mentioning

confidence: 99%

“…The 3-(5-methyl-3-thioxo-3H- [1,2]dithiol-4-yl)propionic acid ethyl ester corresponding to the dithiolethione 1a was prepared from diethyl-2-acetylglutarate by the action of phosphorus pentasulfide in refluxing xylene. Together with 1a the sulfuration also offered dithiolethione 1a 0 , both in comparable yield.…”

mentioning

confidence: 99%

See 2 more Smart Citations

On the preparation of 3-(5-Formyl-3-thioxo-3H-[1,2]dithiol-4-yl)-propionic acid

Chollet-Krugler¹,

Burgot²

2003

Sulfur Letters

View full text Add to dashboard Cite

ChemInform Abstract: A General Synthesis of New Dithiolethione Derivatives: 5‐(1‐ Hydroxyiminoalkyl)‐1,2‐dithiole‐3‐thiones and 5‐Acyl‐1,2‐dithiole‐3‐ thiones.

Abazid¹,

Bertrand²,

Christen³

et al. 1995

ChemInform

View full text Add to dashboard Cite

A General Synthesis of New Dithiolethione Derivatives: 5-(1-Hydroxyiminoalkyl)-1,2-dithiole-3-thiones and 5-Acyl-1,2-dithiole-3thiones.-Addition of NaNO2 to the starting dithiolethiones such as (I) (10 examples) gives the highly insoluble disulfides (II), which on reduction in DMSO/water mixture produce the title oximes (III). These are easily transformed into the 5-acyl derivatives (IV). -(ABAZID, M.; BERTRAND, H. O.; CHRISTEN, M. O.; BURGOT, J. L.; Phosphorus, Sulfur Silicon Relat.

show abstract

A General Synthesis of New Dithiolethione Derivatives: 5-(1-Hydroxyimino Alkyl)-1,2-Dithiole-3-Thiones and 5-Acyl-I,2-Dithiole-3-Thiones

Cited by 14 publications

References 11 publications

Correlations Between n-Octanol/Water Partition Coefficients and RP-HPLC Capacity Factors of 1,2-Dithiole-3-thiones and 1,2-Dithiol-3-ones

Correlations Between n-Octanol/Water Partition Coefficients and RP-HPLC Capacity Factors of 1,2-Dithiole-3-thiones and 1,2-Dithiol-3-ones

On the preparation of 3-(5-Formyl-3-thioxo-3H-[1,2]dithiol-4-yl)-propionic acid

ChemInform Abstract: A General Synthesis of New Dithiolethione Derivatives: 5‐(1‐ Hydroxyiminoalkyl)‐1,2‐dithiole‐3‐thiones and 5‐Acyl‐1,2‐dithiole‐3‐ thiones.

Contact Info

Product

Resources

About