Carbamates,thiolcarbamates, dithiocarbamates and thioncarbamates derived from 2-benzothiazolinone and benzoxazolinone

The reaction of 3-(2-hydroxyethyl)-2-benzothiazoline with methyl, phenyl isocyanate, or dimethylcarbamoyl chloride afforded the carbamates 1–4 . The carbanilate 5 was prepared by the reaction of 2-benzothiazolinone with 3-chloropropyl-N-methylcarbanilate under basic conditions. The reaction of the appropriate 2-benzothiazolinone with the appropriate 2-chloro or 3-chloropropyl disubstituted thiolcarbamate under basic conditions furnished the thiolcarbamates 6–14 . The thiolcarbamate 15 was prepared by the reaction of sodium di-isopropylthiolcarbamate with 3-(chloromethyl)-2-benzothiazolinone. The reaction of 3-(chloromethyl)-2-ben-zothiazolinone and related compound with the appropriate sodium or triethylamine salt of disubstituted dithiocarbamate afforded the dithiocarbamate 16–22 . The reaction of the appropriate xanthate with the potassium salt of bromoacetic acid and the appropriate secondary amine afforded the thionocarbamates 23–29 . The thionocarbamate 30 was synthesized by the reaction of 5-chloro-2-benzothiazolinone with 3-chloropropyl diethylthionocarbamate.     

Lanthanum(III) and praseodymium(III) derivatives with dithiocarbamates derived from alpha-amino acids

Lanthanum(III) and praseodymium(III) complexes with dithiocarbamates have been synthesized by the reactions of lanthanum(III) and praseodymium(III) chloride with barium dithiocarbamate and complexes of type [LnCl(L)H2O]n have been obtained (where Ln=La(III) or Pr(III); L=barium salt of dithiocarbamate derived from glycine, L-leucine, L-valine, DL-alanine). The complexes have been characterized by elemental analysis, molar conductance, electronic absorption and fluorescence, infrared, far infrared, 1H NMR spectral studies. The presence of coordinated water molecule is inferred from thermogravimetric analysis which indicates the loss of one water molecule at 150-170 degrees C. The oscillator strength, Judd-Ofelt intensity parameter, stimulated emission cross-section, etc. have been obtained for different transitions of Pr3+.     

三苄基锡氨荒酸酯的合成与表征

合成了15个新的三苄基锡氨荒酸酯,利用元素分析,紫外光谱,红外光谱,核磁共振氢谱以及热分析表征了它们的结构,确定了氨荒酸是以双硫形式与锡原子配位。生物活性测试结果表明,这类化合物具有一定的杀菌活性。     

Complexation reactions of dithiocarbamates

The complexation reactions of various disubstituted dithiocarbamates are discussed. Special attention is paid to studies of composition and stability of various metal complexes. The conditions of complex formation in solution are treated in terms of side-reaction coefficients. The properties of metal-dithiocarbamate complexes are presented as a function of the nature of the substituents in the ligand molecule.     

氯代二苯基锗氨荒酸酯的合成及表征

以二苯基二氯化锗和氨荒酸钠为原料,合成了十三种氯代二苯基锗氨荒酸酯Ph2GeCl(S2CNRR'),利用元素分析、IR、1^HNMR、UV和MS表征了这些化合物的结构,确定了氨荒酸基是非均性的双齿形式与锗原子配位。生物活性测试表明,该类化合物对KB和BeL癌细胞具有较好的抑制活性。     

Environmental and pharmaceutical analysis of dithiocarbamates

The current review aims at a comprehensive survey of analytical methods for the determination of dithiocarbamates (DTCs) in environmental and pharmaceutical samples. Besides parent compounds, analytical approaches for various metabolites and degradation products of DTCs are considered. Special emphasis is given to analyte stability as DTCs are considerably reactive interacting with various organic and inorganic compounds; in addition, depending on the chemical nature of the substance, DTCs are prone to oxidation and hydrolysis under alkaline and acidic conditions, respectively. The review mainly focuses on chromatography but also covers applications in electrophoresis, spectrophotometry, and biosensing.     

二苄基一氯化锡氨荒酸酯的合成与表征

合成了13个新的二苄基一氯化锡氨荒酸酯化合物(PhCH~2)~2Sn(Cl)Sn(Cl)S~2CNRR'。利用元素分析、UV、IR、^1HNMR谱和TG-DTA表征了它们的结构。初步生物活性研究表明,有些化合物表现出体外抑制白血细胞P~3~8~8生长的活性。     

Synthesis of N-aminoglycosides on the basis of the d-pseudoephedrine alkaloid

Russian Journal of General Chemistry -     

Tin dithiocarbamates: applications and structures

The uses and potential utility of tin/organotin dithiocarbamate, ^?S₂CNR′₂, compounds are reviewed. Various derivatives exhibit exciting potential as anti‐cancer agents, anti‐microbial agents and insecticides, e.g. against mosquito larvae. Tin dithiocarbamates have also proven useful as precursors for tin sulfide nanoparticles. There is a wealth of structural data available for such compounds and with the exception of the diorganotin bis(dithiocarbamate) compounds, R₂Sn(S₂CNR′₂)₂, compounds for which different structural motifs are evident, there is a certain degree of homogeneity in the molecular structures for each class of compound unless there are additional coordination sites on the R and/or R′ groups. Owing to the strong coordination potential of the dithiocarbamate ligand for tin, supramolecular aggregates involving secondary Sn…S interactions are the exception rather than the norm. Copyright © 2008 John Wiley & Sons, Ltd.     

Jodimetric estimation of water-soluble dithiocarbamates

Summary Iodimetric estimation of dialkyl dithiocarbamate in alcoholic solution is not accurate. The method has not met with success for the water-soluble dithiocarbamates before. A simple and accurate iodimetric method has been developed for the estimation of water-soluble dithiocarbamates. The success of the method is due to the removal of the oxidation product which interferes during the titration with iodine.     

Acylation of phenacylpyrimidines

The reaction of phenacylpyrimidines with 2-furancarboxylic chlorides was studied. 1-Furoylphenacylidenepyrimidines were obtained.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1394–1397, October, 1988.     

Spectrophotometric determination of some dithiocarbamates

A procedure has been developed for the determination of six dithiocarbamates [sodium dimethyldithiocarbamate (dibam), sodium diethyldithiocarbamate (NaDDC), tetramethylthiuram disulphide (thiram), zinc dimethyldithiocarbamate (ziram), sodium N-methylpiperazinecarbodithioate and potassium morpholine-4-carbodithioate] in microgram quantities by converting them into selenium dithiocarbamate complexes, which are then extracted into chloroform and measured at 430 nm against a reagent blank. The method is sensitive and can be used for the determination of dithiocarbamates in commercial samples and synthetic mixtures.     

Esterase activity of cyclodextrin dithiocarbamates

The catalytic activity of dithiocarbamate appended α- and β-cyclodextrins in the hydrolysis of p-nitrophenyl acetate (PNPA) was studied at alkaline pH. The values of k_cat/k_uncat for the hydrolysis of PNPA ranged from 8 to 165 in the presence of the catalyst and are pH independent in the range 7.5-9.0. Addition of Cu(II) increases the activity by factors of 75-515 and k_cat values increase with increasing pH in the same range. The differences in the obtained kinetic parameters are interpreted on the basis of two different mechanisms.     

Thermogravimetric behaviour and structure of some dithiocarbamates

The study of the thermogravimetric behaviour of different groups of dithiocarbamates and data on the mechanism of their thermal decomposition indicated a formula consisting of dimeric structural units for ethylene-bis-dithiocarbamates of cyclic structure. The dimeric structure concept is in good agreement with experimental data, explains the different behaviours of alkyl- and some alkylenedithiocarbamates, and also yields an explanation for the experimental finding that in the first step of thermal decomposition of the ethylene-bis-dithiocarbamates of divalent metals, one CS₂ group per molecule is set free.     

Acylation of o-methoxybenzodioxaheterocycles and synthesis of β-amino ketones from acetyl derivatives

The sequences of the change in the relative rates of the formylation and acetylation of o-methoxybenzodioxaheterocycles, and 1,2,3-trimethoxybenzene were established by the method of competitive reactions. It was shown that 4-methoxybenzo-1,3-dioxolane forms primarily 5-acyl derivatives, while 5-methoxybenzo-1,4-dioxane and 6-methoxybenzo-1,5-dioxepane form primarily 8- and 9-acyl derivatives, respectively. The acetyl derivatives were converted via the Mannich reaction to hydrochlorides of -dimethylaminopropionyl derivatives, which have anti-inflammatory activity.Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1614–1617, December, 1982.     

Acylation of thermal acetylenes

Conclusions A new method was developed for obtaining acetylenic ketones via the reaction of terminal acetylenes with the acid chlorides of aliphatic and aromatic acids in the presence of catalytic amounts of CuI without using Pd compounds.Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1158–1159, May, 1981.     

Capillary electrophoretic determination of dithiocarbamates and ethyl xanthate

A simple and sensitive capillary electrophoretic method was developed for the separation and determination of sodium methyldithiocarbamate (metham), manganese ethylenebisdithiocarbamate (maneb) and ethyl xanthate in boric acid buffer by direct UV absorbance detection at lambda = 254 nm. The separation is dependent on pH and nature of the buffer. The detection limits (S/N = 3) are 1.7 x 10(-6) mol/L for ethyl xanthate, 1.3 x 10(-6) mol/L for metham and 2.1 x 10(-6) mol/L for maneb. The method has been successfully applied to the analysis of wheat samples spiked with maneb and in a commercial sample.