51236-65-8

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 2231-57-4 Thiocarbohydrazide 

Downstream Products

• 35541-20-9 1,3-bis({[(3Z)-2-oxo-2,3-dihydro-1H-indol-3-ylidene]amino})thiourea 
• 1333415-60-3 C₁₅H₁₆N₄O₃S 
• 1079039-87-4 C₁₆H₁₃ClN₄OS 
• 800391-79-1 C₁₆H₁₃ClN₄OS 
• 61199-01-7 C₁₆H₁₄N₄OS 
• 1079039-88-5 C₁₇H₁₆N₄OS 
• 36951-42-5 2-(2-(4-methoxybenzylidene)hydrazinyl)thiazol-4(5H)-one 

Relevant academic research and scientific papers

Synthesis, physicochemical characterization, and TD–DFT calculations of monothiocarbohydrazone derivatives

Derivatives of thiocarbohydrazone studied so far have shown great biological activity such as antioxidant, antimicrobial, and anticancer. Most of these compounds are bis-substituted derivatives, while monothiocarbohydrazones are much less investigated. Еighteen monothiocarbohydrazones were synthesized and subjected to physicochemical characterization in order to facilitate the examination of their potential biological activity and application in future studies. The structure of synthesized derivatives was confirmed with NMR and FT–IR spectroscopy, and with elemental analysis. For one of the compounds, single-crystal X-ray diffraction analysis was performed. Specific and non-specific molecular interactions were interpreted by LSER principles, using Catalan’s model. For additional information about the dominance and influence of the interactions presented, correlations with Hansen’s solubility parameters were calculated. Influence of the type and position of the substituent on absorption maxima was determined with LFER (linear free-energy relationship) principles, using Hammett’s equation. Acidity constants of the synthesized compounds were theoretically calculated and experimentally determined. Moreover, the excitation of a molecule by a photon of UV–Vis light was interpreted by time-dependent density functional theory (TD–DFT) calculations of UV absorption bands, and intramolecular charge transfer (ICT) was quantified by calculations of the charge transfer distances (DCT).

Heterocyclisation of substituted ylidenethiocarbonohydrazides using dimethyl acetylenedicarboxylate

A facile and rapid procedure for the synthesis of dimethyl-2-[3-amino-5-(2-methoxy-2-oxoethylidene)- 4-oxothiazolidin-2-ylidenehydrazono]succinate, dimethyl {[2-alkylidenehydrazono)-5-(2-methoxy- 2-oxoethylidene)-4-oxothiazolidin-3-yl)amino]succinate and

Microwave-assisted synthesis and antibacterial activity of unsymmetrical indolyl/aryl bis-thiosemicarbazones

A series of nine novel unsymmetrical bis-thiosemicarbazones were prepared in high yield by condensation of aromatic aldehyde thiosemicarbazones with indole-3-carboxaldehyde using microwave irradiation. The structures of the new compounds were characterised. Six of the compounds displayed varying levels of antibacterial activity against Escherichia coli, Bacillus subtilis, Pseudomonas aeruginosa and Staphylococcus aureus.

Solvent-free synthesis of novel unsymmetric chenodeoxycholic acid bis thiocarbazone derivatives promoted by microwave irradiation and evaluation of their antibacterial activity

Eleven new non-symmetric chenodeoxycholic acid bis thiocarbazones were efficiently synthesized via the condensation of steroidal diketones (methyl (5β)-3,7-dioxocholan-24-oate) and substituted benzaldehyde thiocarbohydrazones by means of microwave irradiation. Compared with the conventional heating method, the yields were increased from 31-58% to 80-89% and the reaction times were reduced from 420-520 min to 5.0-7.5 min. The structures of these novel compounds were characterized by spectral data and elemental analysis. Four compounds (7a, 7c, 7f and 7g) possess excellent activity against Bacillus subtilis and Staphylococcus aureus.

Synthesis of new deoxycholic acid bis thiocarbazones under solvent-free conditions using microwave irradiation

A simple method for the synthesis of new deoxycholic acid bis thiocarbazones under solvent-free conditions using microwave irradiation has been developed. Its main advantages are short reaction times, good conversions and the environmentally friendly nature of the process. Their structures were characterised by 1H NMR, IR, ESI-MS spectra and elemental analysis. The preliminary results indicate that some of these compounds possess inhibitory effects against Escherichia coli.

Synthesis of new ferrocene bis thiocarbazones under solvent-free conditions using microwave

A simple efficient method for the synthesis of new ferrocene bis thiocarbazones via microwave irradiation under solvent-free conditions has been developed. Compared to the conventional method, its major advantages are short reaction times, good conversions and actually accorded the green synthesis technology. The structures of target compounds were confirmed by 1H NMR, IR, ESI-MS spectra data and elemental analysis. Preliminary bioassay results showed that some of these compounds possess inhibitory effects against S. aureus, S. pyogenes and E. coli bacteria.

Microwave induced efficient synthesis of (un)substituted benzaldehyde (5-aryl-1,3,4-thiadiazol-2-yl)hydrazones using silica-supported dichlorophosphate as a recoverable dehydrant

(Chemical Equation Presented) (Un)substituted benzaldehyde (5-aryl-1,3,4-thiadiazol-2-yl)hydrazones were efficiently synthesized by reactions of (un)substituted benzaldehyde thiocarbohydrazones with aromatic carboxylic acids by using silica-supported dichlorophosphate as a recoverable dehydrant under microwave irradiation. The protocol has advantages of short reaction time, high yield, easy work-up procedure and no environmental pollution.

RING-CHAIN AND RING-LINEAR-RING TAUTOMERISM IN THIOCARBONOHYDRAZONES

The structure of the thiocarbonohydrazones of monocarbonyl compounds was studied by 1H and 13C NMR spectroscopy in solutions and by mass spectrometry in the gas phase. In solutions, irrespective of the substitution in the aromatic ring and in the hydrazine fragment, the thiocarbonohydrazones of aromatic aldehydes exist in the linear form, whereas the 2- and 5-substituted thiocarbonohydrazones of ketones are susceptible to ring-chain tautomerism: Thiocarbonohydrazone - 4-amino-1,2,4-triazolidine-3-thione. Those not having substituents at the nitrogen atoms are susceptible to ring-linear-ring equilibria: Hexahydro-1,2,4,5-tetrazine-3-thione - thiocarbonohydrazone - 4-amino-1,2,4-triazolidine-3-thione. In the gas phase under conditions of high vacuum, according to the mass spectra, the coexistence of four tautomeric forms (linear, tetrazine, triazolidine, and 2-hydrazino-1,3,4-thiadiazolidine) is possible in individual cases.

Synthesis and Structure of Some Thiazole Derivatives

The addition of thiosemicarbazones 1 to α-halo acids 2 is shown to give 2-hydrazino-2-thiazolin-4-ones 3 and not 3-substituted 2-imino-3-(methyleneimino)thiazolidin-4-ones 4.The independent synthesis of 2-thiazolin-4-one derivatives 3 is also described.