16361-69-6

Basic information

• Product Name: Thiourea, N-methyl-N'-(4-nitrophenyl)-
• CAS NO: 16361-69-6
• Molecular Formula: C8H9N3O2S
• Molecular Weight: 211.244
• Mol File: 16361-69-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Thiourea, N-methyl-N'-(4-nitrophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiourea, N-methyl-N'-(4-nitrophenyl)-(16361-69-6)
• EPA Substance Registry System: Thiourea, N-methyl-N'-(4-nitrophenyl)-(16361-69-6)

Safety Data

• Hazardous Substances Data: 16361-69-6(Hazardous Substances Data)

Upstream product

• 100-01-6 4-nitro-aniline 
• 556-61-6 methyl thioisocyanate 
• 2131-61-5 p-nitrophenyl isothiocyanate 
• 74-89-5 methylamine 

Downstream Products

• 1186633-78-2 5-(4-(5-(4-(4-cyclohexylbenzyloxy)benzylidene)-3-methyl-4-oxothiazolidin-2-ylideneamino)phenyl)-1,1-dioxo-1λ6-[1,2,5]thiadiazolidin-3-one 
• 1186634-20-7 N-(4-(5-(4-(4-cyclohexylbenzyloxy)benzylidene)-3-methyl-4-oxothiazolidin-2-ylideneamino)phenyl)oxalamic acid ethyl ester 
• 1186633-83-9 N-(4-(5-(4-(4-cyclohexylbenzyloxy)benzylidene)-3-methyl-4-oxothiazolidin-2-ylideneamino)phenyl)oxalamic acid 
• 1186634-19-4 2-(4-aminophenylimino)-5-(4-(4-cyclohexylbenzyloxy)benzylidene)-3-methylthiazolidin-4-one 
• 1186634-18-3 5-(4-(4-cyclohexylbenzyloxy)benzylidene)-3-methyl-2-(4-nitrophenyimino)thiazolidin-4-one 
• 1186634-24-1 ((4-((3-methyl-4-oxo-1,3-thiazolidin-2-ylidene)amino)phenyl)(sulfamoyl)amino)acetic acid ethyl ester 
• 1186634-25-2 5-(4-(3-methyl-4-oxo-1,3-thiazolidin-2-ylideneamino)phenyl)-1,1-dioxo-1λ6-[1,2,5]thiadiazolidin-3-one 
• 1186634-22-9 (4-(3-methyl-4-oxothiazolidin-2-ylideneamino)phenylamino)acetic acid ethyl ester 
• 1186634-21-8 2-(4-aminophenylimino)-3-methylthiazolidin-4-one 
• 63500-84-5 3-methyl-2-(4-nitro-phenylimino)-thiazolidin-4-one 
• 132509-67-2 N-methyl-6-nitrobenzo[d]thiazol-2-amine 

Relevant articles and documents

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.