1215-77-6

Usage

Uses

Used in Pharmaceutical Industry:
1-(2-methylphenyl)-3-phenylthiourea is used as a pharmaceutical intermediate for the development of new drugs. Its potential use in the treatment of cancer has been studied, making it a valuable compound in the search for novel therapeutic agents.
Used in Antimicrobial Applications:
1-(2-methylphenyl)-3-phenylthiourea is used as an antimicrobial agent due to its antifungal and antibacterial properties. This application type is crucial for the development of new drugs to combat resistant strains of pathogens.
Used in Agricultural Industry:
In the agricultural sector, 1-(2-methylphenyl)-3-phenylthiourea is used as a potential component in the development of new pesticides. Its unique properties make it a candidate for creating more effective and targeted pest control solutions.
Overall, 1-(2-methylphenyl)-3-phenylthiourea's versatility and potential applications across different industries highlight its importance in ongoing research and development efforts.

Upstream product

• 137-97-3 N,N'-di(o-tolyl)thiourea 
• 3898-08-6 1,1-diphenylthiourea 
• 103-72-0 phenyl isothiocyanate 
• 95-53-4 o-toluidine 
• 64-19-7 acetic acid 
• 102-08-9 N,N-diphenylthiourea 
• 62-53-3 aniline 
• 614-69-7 2-tolyl isothiocyanate 
• 3111-89-5 O-ethyl-N-phenylthiocarbamate 
• 75-15-0 carbon disulfide 
• 617-23-2 2-phenyl-1-(2-methylphenyl)hydrazine 
• 13140-49-3 N-(2-methylphenyl)-N'-phenylurea 
• 7783-06-4 hydrogen sulfide 
• 859978-82-8 N,N'-bis(2-methylphenyl)-N'-phenylguanidine 

Downstream Products

• 1768-61-2 1-phenyl-4-o-tolyl thiosemicarbazide 
• 86128-86-1 N,N'-diphenyl-N''-o-tolyl-guanidine 
• 20600-49-1 2-(4-methyl-benzothiazol-2-yl)-aniline 
• 87927-72-8 N,N',N''-tri(2-tolyl)guanidine 
• 859978-82-8 N,N'-bis(2-methylphenyl)-N'-phenylguanidine 
• 10023-38-8 (4-oxo-3-phenyl-2-o-tolylimino-thiazolidin-5-yl)-acetic acid 
• 7669-22-9 (4-oxo-2-phenylimino-3-o-tolyl-thiazolidin-5-yl)-acetic acid 
• 54568-22-8 (3-amino-4-phenyl-4H-[1,2,4]thiadiazol-5-ylidene)-o-tolyl-amine 
• 54568-23-9 (3-amino-4-o-tolyl-4H-[1,2,4]thiadiazol-5-ylidene)-phenyl-amine 
• 142-08-5 2-hydroxypyridin 
• 19244-05-4 N-phenyl-N'-(o-tolyl)carbodiimide 
• 103-72-0 phenyl isothiocyanate 
• 62-53-3 aniline 
• 95-53-4 o-toluidine 

Relevant academic research and scientific papers

Hydroamination and Hydrophosphination of Isocyanates/Isothiocyanates under Catalyst-Free Conditions

Symmetrical and unsymmetrical N,N’-disubstituted as well as trisubstituted ureas/thioureas by the hydroamination of isocyanates/isothiocyanates, and various phosphathioureas by the hydrophosphination of isothiocyanates have been synthesized in good to excellent yields under catalyst-free and mild conditions. This protocol is also applicable for the efficient synthesis of chiral ureas and thioureas and common herbicides, such as fenuron and monuron.

Hydroamination of isocyanates and isothiocyanates by alkaline earth metal initiators supported by a bulky iminopyrrolyl ligand

A series of new heteroleptic alkaline earth (Ae) metal complexes of general formula [{(Ph2CHN-CH)2C4H2N}AeI(THF)3] {Ae = Ca (2), Sr (3), and Ba (4)} were synthesizedviasalt metathesis by reacting potassium salt of ligand1-K[{(Ph2CHN-CH)2C4H2N}K(THF)2] with anhydrous alkaline earth metal diiodides (AeI2). The homoleptic calcium and barium complexes [{(Ph2CHN-CH)2C4H2N}2Ae] [Ae = Ca (5), Ba (6)] were prepared by treating metal bis-hexamethyldisilazide [Ae{N(SiMe3)2}2(THF)2] with the protic ligand1-H[(Ph2CH-N-CH)2C4H2NH] in a 1:2 molar ratio. Calcium complex5was used as an active pre-catalyst for the addition of N-H bond of arylamines across the heterocumulenes such as phenylisocyanate (PhNCO) and phenylisothiocyanate (PhNCS) under neat conditions, and up to 99% yields of the corresponding urea and thiourea derivatives were obtained.

2-Picolylamino(diphenylphosphinoselenoic)amide supported zinc complexes: Efficient catalyst for insertion of N–H bond into carbodiimides, isocyanates, and isothiocyanate

We report here the hydroamination of heterocumulenes such as carbodiimides, isocyanates, and isothiocyanates by zinc complexes supported by the ligand 2-picolylamino-(diphenylphosphinoselenoic)amide [{(Ph2P-(?Se)}2NCH2(C5H4N)] (1). A series of zinc complexes [κ2-{(Ph2P-(?Se)}2NCH2(C5H4N)ZnX2] [(X?Cl (2), Br (3a), I (4)] were prepared from ligand 1 and the corresponding zinc dihalide in a 1:1 molar ratio at 60°C in a chloroform solvent. The reaction of ligand 1 and ZnBr2 in methanol yielded another zinc complex [κ2-{(Ph2P-(?Se)}2NCH2(C5H4N)ZnBr2(CH3OH)] (3b). The molecular structures of compounds 3a, 3b, and 4 were established through single-crystal X-ray diffraction analyses. The solid-state structures of all the complexes revealed a κ2- chelation through pyridine nitrogen and selenium atoms of ligand 1 to the zinc ion. Complex 2 proved to be a competent pre-catalyst for the addition of the amine N–H bond to carbodiimides, isocyanates, and isothiocyanates. The reaction scope was expanded to reactions of aliphatic and aromatic amines with phenylisocyanate and phenylisothiocyanate in toluene solvents, which proceeded rapidly at room temperature with 5 mol% catalyst loading to yield (up to 99%) the corresponding derivatives of urea and thio-urea. However, a temperature of 90°C was needed for the hydroamination of N,N′ dicyclohexylcarbodiimide. We also report the most plausible mechanism of the hydroamination reaction.

Highly Active Dinuclear Titanium(IV) Complexes for the Catalytic Formation of a Carbon-Heteroatom Bond

A series of mononuclear titanium(IV) complexes with the general composition κ3-[R{NHPh2P(X)}2Ti(NMe2)2] [R = C6H4, X = Se (3b); R = trans-C6H10, X = S (4a), Se (4b)] and [{κ2-N(PPh2Se)2}2Ti(NMe2)2] (6b) and two dinuclear titanium(IV) complexes, [C6H4{(NPh2PS)(N)}Ti(NMe2)]2 (3c) and [{κ2-N(PPh2Se)}Ti(NMe2)2]2 (6c), are reported. Dinuclear titanium(IV) complex 6c acts as an efficient catalyst for the chemoselective addition of an E-H bond (E = N, O, S, P, C) to heterocumulenes under mild conditions. The catalytic addition of aliphatic and aromatic amines, alcohol, thiol, phosphine oxide, and acetylene to the carbodiimides afforded the corresponding hydroelemented products in high yield at mild conditions with a broader substrate scope. The catalytic efficiency of the dinuclear complex depends on the cooperative effect of the TiIV ions, the systematic variation of the intermetallic distance, and the ligand's steric properties of the complex, which enhances the reaction rate. Most interestingly, this is the first example of catalytic insertion of various E-H bonds into the carbodiimides using a single-site catalyst because only the titanium-mediated insertion of E-H into a C-N unsaturated bond is reported to date. The amine and alcohol insertion reaction with the carbodiimides showed first-order kinetics with respect to the titanium(IV) catalyst as well as substrates. A most plausible mechanism for hydroelementation reaction is also proposed, based on the spectroscopic data of the controlled reaction, a time-course study, and the Hammett plot.

Palladium catalyzed carbonylative annulation of the C(sp2)-H bond of N,1-diaryl-1H-tetrazol-5-amines and N,4-diaryl-4H-triazol-3-amines to quinazolinones

Pd(ii) catalyzed direct C-H carbonylative annulation of N,1-diaryl-1H-tetrazol-5-amines and N,4-diaryl-4H-1,2,4-triazol-3-amines gave the corresponding triazole and tetrazole fused quinazolinones in good yields. This methodology offers a convenient method for the synthesis of these important heterocyclic scaffolds in a highly atom economical process. On the mechanistic aspect weakly nucleophilic triazole and tetrazole moieties function as both directing as well as intramolecular nucleophiles. The catalytically active C-H activated intermediate dimeric Pd complex was isolated and characterized which on exposure to CO gas gave the corresponding tetrazole fused quinazolinone derivative. On the basis of isolation of the intermediate and observed kinetic isotope effects, a mechanism has been proposed for the C-H activated direct carbonylative annulation reaction.

An isocyanide based multi-component reaction under catalyst- and solvent-free conditions for the synthesis of unsymmetrical thioureas

A new and efficient method for the synthesis of thiourea derivatives by a sequential one-pot, three-component reaction between aromatic isocyanides, amines, and 1,2-di-tert-butyldisulfane (DTBS) was developed and 27 different examples were synthesized in good to excellent yields. DTBS was identified as an effective sulfur surrogate without the use of both catalysts and solvents. This protocol does not employ any transition metal catalyst or special experimental setup.

Synthesis of some 3,5-disubstituted phenyl-5,6-dihydrofuro[2,3-d]thiazol-2(3H)-ylidene) imines as potential pesticides

A new series of novel 3,5-disubstituted phenyl-5,6-dihydrofuro[2,3-d]thiazol-2(3H)-ylidene) imines have been synthesized from a common intermediate, in good yield. These compounds have been screened for their herbicidal activities against èchinochloa oryzicola, Echinochloa crus-galli, Oryza sativa, Glycine max and antifungal activities against Aspergillus Niger and Pyricularia oryzae whereas for antimicrobial activities, they have been screened against Salmonella typhi, Escherichia coli, Klebsiella pneumoniae, Bacillus subtilis and Bacillus pumilus.

Microwave induced improved synthesis of monoaryl thiocarbamides, 1,3-diarylthiocarbamides, 1,3-diarylcarbamides and monoaryl-2,4-dithiobiurets

The 1-arylthiocarbamides (3), 1, 3-diarylthiocarbamides (6), 1,3-diarylcarbamides (7) and 1-aryl-2,4-dithiobiurets (11) have been synthesized by the microwave induced heating of respective reactants for about 30-60 s in solvent free condition. Reaction yields are higher with reduced time, period and without the use of any solvent.

A facile conversion of symmetrical to unsymmetrical thioureas

A convenient route for quantitative conversion of symmetrical thioureas into unsymmetrical thioureas is described. The method circumvents the use of toxic isothiocyanates and a case study is reported using 1,3-diphenylthiourea.

Desulfurization of N,N'-Diarylthioureas by Lead Tetraacetate Oxidation

Lead tetraacetae oxidation of N,N'-diarylthioureas in refluxing dichloromethane and pyridine gave the corresponding N,N'-diarylureas.Sulfur was isolated during each oxidation reaction.