3-Ethyl-5- rhodanine

Ethyl-4,5-diphenyithiazole-2)(3-ethyl-rhodanine-5)-o-methine neutro-cyanine, 27... 

Moorthy et al. [32] have synthesized 5-isopropylidiene derivatives of 3-dimethyl-2-thio-hydantoin XXVI, 3-ethyl-2-thio-2,4-oxazoIidinedione XXVII, and 5-benzilidene-3-ethyl rhodanine XXVIII, which are cytotoxic against leukemic cell line in concentration-dependent manner. The results of the trypan blue and MTT assays indicated that the compound XXVIII found to be fivefold to sevenfold more potent than XXVI and XXVII with IC5o<10 pM. XXVIII found to affect DNA replication by inducing a block at S phase on the basis of cell cycle analysis and tritiated thymidine assays. Moreover, the treatment of XXVIII led to increased level of reactive oxygen species (ROS) production and DNA strand breaks. This suggests the activation of apoptosis for induction of cell death. 

Ethyl-2-thioxo-4-thiazolidi- none 3-Ethyl rhodanine CgHgNOSg 7648-01-3 161.246 35.5 ... 

Figure 5.30 Structures of oligothiophene based small molecule with 3-ethyl-rhodanine end-capping units and various donors, used as donors in SM-BHJ solar cells.

Arylthio-5-ethyl-4(5)-thiazolone derivatives (164, 165. and 166) have been prepared by treatment of rhodanine (163) with the appropriate aryldiazonium salts (Scheme 86) (395). 

The linking methine cheiin includes an even number of methine groups (0,2,4). They are commonly named as derivatives of the ketomethylene ring, for example. 3-ethyl-5-(3-ethyl-4,5-diphenylthiazolin-2-ylidene)-rhodanine (5) and 4-[4- 3-methyl-4,5-diphenylthiazolin-2-ylidene)-2-butenylidene]-3-methyl-l-p-sulfophenyl-2-pvrazolin-5-one (6) (Scheme 4). 

Rhodanine, A-ethyl. attack on trimethine cyanines. 62 for neutrocyanines, 27 in synthesis of dimethine neutrocyanine. 60... 

Direct allylation of rhodanine 49 (Scheme 13) under Pd(0)-catalysis with cinnamyl ethyl carbonate affords the /V-allylated compound 50. However, allylation with cinnamyl bromide and a base is not regioselective, producing a mixture of 50 and sulfide 51. Sulfide 51 isomerizes to 50 under palladium catalysis (N > S), thus indicating that Pd(0)-catalyzed allylation of 49 is thermodynamically controlled (93T1465). 

This reaction has been applied to a great number of carbonyl compounds, e.g., cyclopentanone,27 1,3-cyclohexanedione,36 5,5-dimethyl-l,3-cyclohexanedione,S5 1-acenaphthenone,24,25 1,3-indane-dione,35 1,3-phenalanedione,85 86 sodium salts of 3-aryl-3-oxo-propanals,39 2,3-dihydrobenzo[6]thiophen-3-one,40 sodium benzoyl-acetate,41 benzoylacetonitrile,29 30,88 ethyl cyanoacetate,30 35 cyano-acetanilide,30 barbituric acid,35 rhodanine,35 jV-phenylrhodanine,37 and iV-methylenebenzothiazoline.37... 

Rhodanine has been prepared by the reaction of chloroacetic acid with ammonium thiocyanate 2 by the action of ethyl chloro-acetate upon ammonium dithiocarbamate in the presence of alcohol and hydrogen chloride 3 by saturating a solution of thioglycolic acid and potassium thiocyanate in absolute alcohol with hydrogen chloride 4 by ring closure of thiocarbamylthio-... 

Tandem mass spectrometric experiments have been used to characterize both ionic and neutral parent dithiirane 3a in the gas phase <1999PCA5123>. Collision activation experiments have established the connectivity of dithioformic acid, dimercaptocarbene, and dithiirane 3a for the ion at miz 78 generated by electron ionization of ethyl carbamoylmethane-dithioate, 5-amino-l,3,4-thiadiazole-2-thiol, rhodanine, and 1,2-dithiacyclopentane, respectively. Theoretical calculation of the CH2S2 isomers and their radical cations at B3LYP/6-31G level have supported experimentally obtained data. 

The quaternary pyrrolo[2,l-i>]quinazolinium salt 404 yielded the bis compound 405 with triethyl orthoformate in nitrobenzene in the presence of triethylamine at 190°C. The active methylene group of 404 readily react with the 2-[(2-acetanilido)vinyl] derivatives of 3-alkylbenzoxazo-lium, benzthiazolium, naphtho[2,l-acetic anhydride at 100 ° C in the presence of triethylamine to give the cyanines 406. Reaction of 404 with 3-ethyl-5-(acetanilidometh-ylene)rhodanine in refluxing pyridine in the presence of triethylamine af-... 

Dear Ethyl Acetate 141-79-7 Mesityl oxide 141-82-2 Malonic acid 141-84-4 Rhodanine 141-86-6... 

Atomsolve 1400-2425 Eastman Ethyl Acetate, Food Grade Ethyl acetate Ucar Ethyl Acetate 205-502-5 Mesityl oxide 205-503-0 Malonic acid 205-505-1 Rhodanine 205-507-2... 

Recently, the one-pot four-component synthesis of rhodanine derivatives was also reported. In this chapter, a novel multicomponent synthesis of ketene dithio-acetal rhodanines was reported by the reaction of primaiy amine, carbon disulfide, ethyl chloroacetate, and alkyl halide in dimethylfonnamide (DMF Scheme 9.10). When 1,2-dibromoethane 12 is used as an alkyl halide, 1,3-dithiolane is formed at the 5-position and linked by a double bond. According to the literature, potassium carbonate was the best candidate for catalyzing the reaction in moderate-to-good yields at room temperature [22]. 

CbHbNOSi,, 3-Ethyl-5-(2 -(1, 3 -dithiolanylidene) )rhodanine, 39B, 267 CbH,2N2O2S, 3-Hydroxy-1,2,3,6,6aa,7,8aa,8ba-Octahydro-5H-pyrido-[1,2,3-cd]thieno[3,4-d]imidazol-5-one, 42B, 287 CbHt 2N2S2, 4-Dimethylamino-5-inethyl-5-vinyl-2-thiazolinethione, 45B, 430... 

The reactivity of the amino group can be strongly influenced by the presence of negative substituents in the amine molecule. For example, trinitroaniline and trichloroaniline do not react. On the other hand, in addition to primary aliphatic amines, aromatic amines, and amino acids, substances with an active methylene group also react (3). A positive reaction was also observed with substances such as guanidine, semicarbazide, phenyl-hydrazine, ethyleneimine, piperidine, piperazine, benzylcyanide, cyano-acetylacetone, diethyl malonate, ethyl acetoacetate, dibenzoylmethane, rhodanin, indole, methylphenylpyrazolone, resorcinol, phloroglucinol, and quaternary heterocyclic bases and oxonium salts. 

N-Alkylation.— The action of alkyl halides on thiazolidine-2,4-dione in DMF-potassium carbonate yields, in addition to the expected 3-alkyl derivatives, up to 38% of the corresponding NN -dialkylureas. Thiazolidine-2,4-dione and rhodanines undergo pyridylethylation on treatment with freshly distilled 2-vinylpyridine, yielding N-[ 3-(2-pyridyl)-ethyl]thiazolidine-2,4-dione (235) and analogues. Further action of benzal-dehyde produces benzylidene derivatives (236). ... 

Shvaika et have continued their study of the ring-cleavage and recyclization of thiazolidinones under the influence of hydrazines. Rhodanine and its 5-ethyl homologue (277) furnish 2-hydrazino-A -thiazolin-4-ones (278), further convertible into 1,2,4-triazole derivatives (279). At... 

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