20333-73-7

Upstream product

• 104-94-9 4-methoxy-aniline 
• 556-61-6 methyl thioisocyanate 
• 2284-20-0 4-Methoxyphenyl isothiocyanate 
• 74-89-5 methylamine 
• 75390-41-9 Tetra-p-anisidyl-oxalamidin 

Downstream Products

• 51661-22-4 6-methoxy-2-methylaminobenzothiazole 
• 58432-34-1 N-(4-methoxy-phenyl)-N',S-dimethyl-isothiourea 
• 68454-60-4 2,4-Dimethyl-3,5-bis-(p-methoxyphenylimino)-1,2,4-thiadiazolidin 
• 1019107-89-1 3-(4-methoxyphenyl)-1-methyl-5-[(E)-1-phenylmethylidene]-2-thioxoimidazolidin-4-one 
• 1019107-90-4 1-(4-methoxyphenyl)-3-methyl-5-[(E)-1-phenylmethylidene]-2-thioxoimidazolidin-4-one 
• 1628629-82-2 N-methyl-N'-(4-methoxyphenyl)-S-(2-oxo-2,3-dihydro-1-benzofuran-3-yl)isothiuronium bromide 
• 1628629-66-2 5-(2-hydroxyphenyl)-3-methyl-2-[(4-methoxyphenyl)imino]-1,3-thiazolidin-4-one 

Relevant academic research and scientific papers

Nickle Catalysis Enables Access to Thiazolidines from Thioureas via Oxidative Double Isocyanide Insertion Reactions

An efficient synthesis of thiazolidine-2,4,5-triimine derivatives was developed via Ni-catalyzed oxidative double isocyanide insertion to thioureas under air conditions, in which thioureas play three roles as a substrate, a ligand, and overcoming isocyanide polymerization. The reaction is featured by employing a low-cost and low loading Ni(acac)2 catalyst, without any additives, and high atom economy. This is the first example to directly apply a Ni(II) catalyst in oxidative double isocyanide insertion reactions.

Synthesis and characterisation of [(en)2Co]3+ complexes coordinated by substituted thiourea ligands

Substituted thiourea ligands bind in a bidentate manner forming a four-membered ring through the sulfur atom and a deprotonated thiourea nitrogen atom when reacted with [(en)2Co(OSO2CF3)2]+ in tetramethylene sulfone. Reaction of unsymmetrical ligands results in the formation of coordination isomers, some of which can be separated by column chromatography using Sephadex SPC-25. Coordination isomers are easily distinguishable based on visible and 1H NMR spectroscopy . Twelve para-substituted and one meta-substituted ligands were studied: N,N′-dibenzylthiourea (1a); N-(R)phenyl-N′-benzylthiourea R≤H (2a), NO2 (2b), CH3 (2c); N-(R)phenyl-N′-(R′)phenylthiourea R, R′: H, H (3a), H, CH3 (3b), OCH3, NO2 (3c), CH3, NO2 (3d); N-methyl-N′-(R)phenylthiourea R≤H (4a), CH3 (4b), OCH3 (4c), NO2 (4d), 3-CH3 (4e). The solid state structure (X-ray) of one isomer of Co-4a as its perchlorate salt confirms the coordination mode suggested by 1H NMR spectroscopy and shows that the Co-N bond trans to the coordinated thiourea sulfur induces a structural trans effect of 0.019A.

Quantitative solid-state reactions of amines with carbonyl compounds and isothiocyanates

A series of solid-state reactions is reported of gaseous or solid amines with aldehydes to give imines, with solid anhydrides to give diamides (therefrom imides) or amidic carboxylic salts or imides, with solid imides to give diamides, with solid lactones or carbonates to give functionalized carbamic esters, with polycarbonates to give degradative aminolysis, and with solid isothiocyanates to give thioureas. Diamides give imides by solid-state thermolysis or acid catalysis. Various double, two-step, 3-cascade, and sequential reactions are reported in the solid state without melting. The yields are quantitative in 53 reported reaction examples and no workup (except for washings in four cases) is required in the 100% yield reactions. Three initially solid-state reactions but with liquid product were not quantitative. An upscaling to the kg scale shows promise of the technique for large scale applications. Supermicroscopic analyses with AFM elucidate the solid-state mechanism by virtue of far-reaching anisotropic molecular movements in three-step processes. Gas-solid aminolyses of polycarbonates are also studied with AFM. The implications to sustainable chemistry are discussed. (C) 2000 Elsevier Science Ltd.

Derivatives of Imidazolidines from Oxalic Amidines

Tetraarylsubstituted oxalic amidines 1 react with acyl chlorides, phosgene, thiophosgene, chlorocarbonylsulfenylchloride, isocyaniddichlorides, and N-aroyl-1-chlorothio-formimidoylchlorides 7 to give the corresponding 5-membered heterocycles 3,4,5 and 8.Isocyanates 9 and isothiocyanates 10 react with oxalic amidines to yield imidazolidines 11, 12 and ureas 13, 14.Hydrolysis of 3-5, 8, 11, 12 leads to the corresponding oxo compounds 15, 16.