1132-44-1Relevant articles and documents
Impact of aliphatic acyl and aromatic thioamide substituents on the anticancer activity of Ru(ii)-: P -cymene complexes with acylthiourea ligands - In vitro and in vivo studies
Balakrishnan, Nithya,Bhuvanesh, Nattamai,Echeverria, Cesar,Gayathri, Dasararaju,Haribabu, Jebiti,Karvembu, Ramasamy,Mohamed Subarkhan, Mohamed Kasim,Swaminathan, Srividya
, p. 16311 - 16325 (2021/11/27)
Six different acylthiourea ligands (L1-L6) and their corresponding Ru(ii)-p-cymene complexes (P1-P6) were designed to explore the structure-activity relationship of the complexes upon aliphatic chain and aromatic conjugation on the C- and N-terminals, res
Synthesis of N-benzothiazol-2-yl-amides by Pd-catalyzed C(sp2)-H functionalization
Wang, Jun-Ke,Zong, Ying-Xiao,Wang, Xi-Cun,Hu, Yu-Lai,Yue, Guo-Ren
, p. 1376 - 1380 (2015/10/28)
A catalytic synthesis of N-benzothiazol-2-yl-amides from 1-acyl-3-(phenyl)thioureas was achieved in the presence of a palladium catalyst through the C(sp2)-H functionalization/C-S bond formation. This synthetic methodology can produce various N
REACTIONS OF ISOTHIOCYANATES AND ISOCYANATES WITH SOME SILYLATED NITROGEN-CONTAINING NUCLEOPHILES
Gonda, Josef,Antalova, Zuzana
, p. 685 - 694 (2007/10/02)
Aryl isothiocyanates and arylisocyanates react with N,O-bis(trimethylsilyl)acetamide to give N-methyl-N'-arylthioureas and ureas.Also nucleophilic additions of other aprotic nucleophiles (e.g.N-trimethylsilylimidazole, N-trimethylsilylpiperidine and N-trimethylsilylmorpholine) to the N=C=X (X=O,S) group were investigated.
N'-Substituted N-Acyl- and N-Imidoyl-thioureas: Preparation and Conversion of N',N'-Disubstituted Compounds into 2-(N,N-Disubstituted Amino)thiazol-5-yl Ketones
Brindley, Jocelyn C.,Caldwell, Jennifer M.,Meakins, G. Denis,Plackett, Simon J.,Price, Susan J.
, p. 1153 - 1158 (2007/10/02)
Known methods were developed to give convenient general procedures for preparing N-acyl-N'-mono- and -N',N'-disubstituted thioureas from acid chlorides, and related N-imidoyl thioureas from imidoyl chlorides.In the products from three acid chlorides and ammonium thiocyanate the acyl isothiocyanates did not appear to be accompained by the isomeric thiocyanates.Treatment of N-(anilino)benzylidene-N',N'-disubstituted thioures with chloroacetone in the presence of triethylamine leads to 5-acetyl-4-phenyl-2-(N,N-disubstituted amino)thiazoles.In contrast, the corresponding N-benzoyl thioureas form only small amounts of these compounds; the main products are the 5-benzoyl-4-methyl isomers, and this unexpected outcome requires a revision of the literature.It is thought that formation of the 5-benzoyl-4-methylthiazoles involves N-C(4) fission of a cyclic intermediate to give an open-chain intermediate in which nucleophilic attack can occur at either the acetyl or the benzoyl group.One of the latter intermediates was generated directly from 2-acetyl-2-bromoacetophenone and N-methyl-N-phenylthiourea, and found to give the 5-benzoyl-4-methyl- and 5-acetyl-4-phenyl-thiazoles as the major and minor products, respectively.
KINETICS AND MECHANISM OF REARRANGEMENT AND METHANOLYSIS OF ACYLPHENYLTHIOUREAS
Kavalek, Jaromir,Jirman, Josef,Sterba, Vojeslav
, p. 766 - 778 (2007/10/02)
S-Acyl-1-phenylthioureas and their 3-methyl derivatives are rearranged to 1-acyl derivatives of thiourea in methanolic solution.The rearrangement of the 1-acyl-1-phenyl derivative to the thermodynamically more stable 3-acyl derivative is subject to specific base catalysis.The rearrangement of acetyl group is about 2 orders of magnitude slower than that of benzoyl group. 1-Acetyl-1-phenylthiourea undergoes base-catalyzed methanolysis (giving phenylthiourea and methyl acetate) instead of the rearrangement.The methanolysis rates of 1-acyl-3-phenylthioureas and their N-methyl derivatives have been measured.The acetylthioureas react at most 3 x faster than the benzoyl derivatives.The methyl group at the nitrogen adjacent to acyl group accelerates the solvolysis by almost 2 orders of magnitude; the methyl group at the other nitrogen atom retards the solvolysis by almost 1 order of magnitude.Replacement of hydrogen atom by methyl group at the phenyl-substituted nitrogen increases acidity of the phenylacetylthiourea by 2 orders of magnitude.The same replacement at the benzoyl-substituted nitrogen increases the acidity by 3 orders of magnitude, the increase in the case of the acetyl derivative being as large as 4 orders of magnitude.
Studies on Aryl- and Diaryl-thioureas and their Insecticidal Activity
Chatterjee, A.,Das, Biswanath,Adityachaudhury, N.,Kirtaniya, S. Deb
, p. 163 - 164 (2007/10/02)
Certain aryl- and diaryl-thioureas having insecticidal activity have been prepared.Their insecticidal property has been evaluated on Sitophilus oryzae (Linn.). 13C NMR spectrum of 1,3-diphenylthiourea has been studied.
