- Green process development for the synthesis of aliphatic symmetrical N,N'-disubstituted thiourea derivatives in aqueous medium
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A highly efficient green process for the synthesis of N,N'-disubstituted aliphatic thiourea derivatives using primary aliphatic amines and carbon disulfide in aqueous medium at room temperature via a nonisothiocyanate route is described. This protocol illustrates the rapid preparation of N,N'-disubstituted aliphatic thiourea derivatives in excellent yields with some advantages such as no catalyst and simple workup without any side product formation. Moreover the new route is concise, chromatography-free, and adaptable to pilot-scale preparation.
- Jangale, Asha D.,Kumavat, Priyanka P.,Wagh, Yogesh B.,Tayade, Yogesh A.,Mahulikar, Pramod P.,Dalal, Dipak S.
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supporting information
p. 236 - 244
(2015/10/29)
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- Green Process Development for the Synthesis of Aliphatic Symmetrical N,N ′-Disubstituted Thiourea Derivatives in Aqueous Medium
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A highly efficient green process for the synthesis of N,N′-disubstituted aliphatic thiourea derivatives using primary aliphatic amines and carbon disulfide in an aqueous medium at room temperature via a nonisothiocyanate route is described. This protocol illustrates the rapid preparation of N,N′-disubstituted aliphatic thiourea derivatives in excellent yields with some advantages such as no catalyst and simple workup without any side product formation. Moreover, the new route is concise, does not require chromatography, and is adaptable to pilot-scale preparation. GRAPHICAL ABSTRACT.
- Jangale, Asha D.,Kumavat, Priyanka P.,Wagh, Yogesh B.,Tayade, Yogesh A.,Mahulikar, Pramod P.,Dalal, Dipak S.
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supporting information
p. 376 - 385
(2015/10/29)
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- Synthesis and kinetics of sterically altered photochromic dithizonatomercury complexes
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Following a previous study where 12 electronically altered dithizones were synthesized, here we report on attempts to synthesize 26 dithizones. The purpose was to explore the boundaries within which dithizones may be synthesized, explore spectral tuning possibilities, and investigate steric effects on the photochromic reaction of its mercury complexes. Contrary to expectation, large substituents like phenoxy groups increased the rate of the photochromic back-reaction. In the series H-, 2-CH3-, 4-CH3-, 3,4-(CH3)2-, 2-OC6H5-, and 4-OC6H5-dithizonatophenylmercury(II), the lowest rate of 0.0004 s-1 was measured for the 2-CH3 complex, while the rate for the 2-OC6H5 derivative was 20 times higher. A solvent study revealed a direct relationship between dipole moment and the rate of the back-reaction, while the relationship between temperature and rate is exponential, with t1/2 = 2 min 8 s for the 4-phenoxy complex. The crystal structures of two dithizone precursors, 2-phenoxy- and 4-phenoxynitroformazan, are reported. (Figure Presented).
- Alabaraoye, Ernestine,Von Eschwege, Karel G.,Loganathan, Nagarajan
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p. 10894 - 10901
(2015/02/19)
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- Synthesis and kinetics of electronically altered photochromic dithizonatophenylmercury(II) complexes
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A series of phenyl-substituted dithizones were synthesized, and preparation of the corresponding series of photochromic phenylmercury(II) complexes is for the first time reported. Adaption of previous methods enhanced synthesis convenience and product yields. A single crystal X-ray data collection of the ortho-S-methyl nitroformazan reaction intermediate was done. ADF computed molecular orbitals of the title compound show the HOMO and LUMO orbitals stretching along the entire ligand. The spontaneous back reaction kinetics of dithizonatophenylmercury(II) was studied at varied concentrations, temperatures and in different solvents. An exponential correlation was found between the rate of reverse isomerization and temperature, while increased solvent polarity and decreased molar mass facilitate higher return rates. The kinetic study of the series of twelve electronically altered complexes yielded a lowest rate of 0.0002 s-1 for the ortho-methyl derivative, while the highest rate of 0.0106 s-1 was measured for the meta-methoxy derivative.
- Von Eschwege, Karel G.
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p. 159 - 166
(2013/03/13)
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- A novel method for the synthesis of disubstituted ureas and thioureas under microwave irradiaton
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Several symmetrically disubstituted ureas and thioureas are synthesized by heating of urea or thiourea with aromatic amines or phenylhydrazine under environmentally benign conditions without any solvent in a conventional microwave oven.
- Mojtahedi, Mohammad M.,Saidi, Mohammad R.,Bolourtchian, Mohammad
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p. 710 - 711
(2007/10/03)
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- Kinetic Studies of the Formation of Dithizone. Part-I. Alkali assisted Conversion of Phenylhydrazinium Phenylhydrazine Dithiocarbamate and Diphenylthiocarbazide
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The kinetics of formation of dithizone (3) from phenylhydrazinium phenylhydrazine dithiocarbamate (1) and from phenylthiocarbazide (2) has been studied.The synthetic aspect of the formation of dithizone from phenylhydrazine and carbon disulphide has also been worked out.A mechanism for the formation of dithizone from 1 and 2 has been proposed.
- Sarangi, B.,Misra, B. K.,Behera, G. B.
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p. 979 - 982
(2007/10/02)
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