Derivatives of Thiazolethiols

D'Amico, John J.; Harman, Marion W.; Cooper, R. H.

doi:10.1021/ja01576a054

Cited by 30 publications

(13 citation statements)

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“…The ligand 2-(1-phenyl-1H-tetrazol-5-ylthio)acetic acid (HPsta) was synthesized according to the literature method (D'Amico et al, 1957). To prepare the title complex, the ligand HPsta (0.4 mmol,0.0944 g) was dissolved in methanol (6 ml) at 348 K and an aqueous solution (4 ml) containing MgCO 3 (0.0336 g, 0.4 mmol) was added.…”

Section: Methodsmentioning

confidence: 99%

Hexaaquamagnesium(II) bis{[2-(1-phenyl-1H-tetrazol-5-yl)sulfanyl]acetate}

Zhou

et al. 2010

Acta Cryst E

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The asymmetric unit of the title compound, [Mg(H2O)6](C9H7N4O2S)2, contains one-half of a [Mg(H2O)6]2+ cation ( symmetry) and one uncoordinated 2-[(1-phenyl-1H-tetrazol-5-yl)sulfanyl]acetate anion. The MgII cation is coordinated by six water molecules, exhibiting a slightly distorted octahedral coordination. A two-dimensional network parallel to (001) is formed via extensive hydrogen-bonding interactions involving the water molecules as donors and the tetrazole N and carboxylate O atoms of the anion as acceptors. The shortest distance between two adjacent parallel benzene rings is 3.315 (2) Å. The dihedral angle between the benzene ring and the tetrazole ring is 40.98 (2)°.

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Section: Methodsmentioning

confidence: 99%

Hexaaquamagnesium(II) bis{[2-(1-phenyl-1H-tetrazol-5-yl)sulfanyl]acetate}

Zhou

et al. 2010

Acta Cryst E

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“…5-138.5'; nmr (deuteriodimethylsulfoxide): 6 1. 09-1.96 (m, 8, a), 1.96-2.39 (m, 4, b), 5,c),6.49 (s,1,OH) exchanged with deuterium oxide.…”

Section: 567a-tetrahydro-3-(dimethylamino~2~benzothiazolinethionementioning

confidence: 99%

“…7.70;N,9.66;0,5.79;S,22.29. 4,5,6,7-Tetrahydro-3-pyrrolidinyl-2-benzothiazo~inethione (3,4,5,6,7-Tetrahydro-3-morpholino-2-benzothiazolinethione (8), 4,5,6,7-Tetrahydro-3-piperidino-2-benzothiazolinethione (9) and 4,5,6,7-Tetrahydro-3jhexahydro-l~lH)-azepinyl)-2-benzothiazolinethione (10).…”

Section: Analmentioning

confidence: 99%

Synthesis of 3a,4,5,6,7a‐Hexahydro‐3a‐hydroxy‐3‐substitutedamino‐2‐benzothiazolinethiones and Related Compounds

D'Amico

Bollinger

Freeman

et al. 1986

Journal of Heterocyclic Chem

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The reaction of various potassium or ammonium salts [RNHC( =S)SM, M = K or NH,; R = N(CH,),, morpholino, pyrrolidino, piperidino, and hexahydro-l-(IH)-acepinyl] with 2-chlorocyclohexanone in alcohol at 25-30° afforded the title compounds 1 and 3-6. The treatment of these compounds with a catalytic amount of p-toluenesulfonic acid in refluxing benzene furnished the dehydrated products 2 and 7-10. The reaction of potassium dithiocarbazate with 2-chlorocyclohexanone or 3-chloro-3,4-pentanedione in refluxing ethanol afforded 11, a six membered heterocycle and 12, a five membered heterocycle, respectively. Possible mechanisms and supporting nmr, ir, uv mass spectral data are discussed. Chem., 23, 105 (1986). J. HeterocyclicIn a previous communication [2] we reported that the reaction of potassium substitutedaminodithiocarbamates RNHC( =S)SK, R = -N(CH,),, morpholino, pyrrolidino, piperidino, and hexahydro-l-(lH)-azepinyl] with 3-chloro-2,4-pentanedione in ethanol a t 25-30' afforded the l-acetylacetonyl substitutedaminodithiocarbamates RNHC-( =S)SCH(COCH,),. Under refluxing temperatures, the same reactions furnished 3-substituted-4-methyl-5-acetyl-4-thiazoline-2-thiones.

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“…Dithiocarbamic acid salts 1 and their S-alkylated derivatives 2 ( Figure 1) possess a wide range of biological activities (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17). In medicinal chemistry, dithiocarbamates are also used in the treatment of cancer (18,19), and bis(dithiocarbamate) derivatives of carbohydrates are found to have antifungal activity (20).…”

Section: Introduction and Bioactivitymentioning

confidence: 99%