19244-07-6

Upstream product

• 4300-33-8 N-(4-methylphenyl)-N'-phenylurea 
• 16519-51-0 N-phenyl-N'-4-tolylselenourea 
• 546-68-9 titanium(IV)isopropoxide 
• 103-71-9 phenyl isocyanate 
• 622-58-2 p-Tolylisocyanate 
• 106-49-0 p-toluidine 
• 103-72-0 phenyl isothiocyanate 
• 57984-77-7 N-phenyl 4-methylbenzamidoxime 
• 62-53-3 aniline 
• 36288-37-6 N-hydroxy-4-methylbenzenecarboximidoyl chloride 
• 65423-89-4 triphenylarsazo-p-tolyl 
• 1145-66-0 1-(4-methylphenyl)-3-phenylthiourea 

Downstream Products

• 4300-33-8 N-(4-methylphenyl)-N'-phenylurea 
• 1145-66-0 1-(4-methylphenyl)-3-phenylthiourea 
• 84078-40-0 N,N'-diphenyl-N''-p-tolyl-guanidine 
• 76044-97-8 (3-phenyl-3H-[1,2,3]triazol-4-yl)-p-tolyl-amine 
• 76044-96-7 phenyl-(3-p-tolyl-3H-[1,2,3]triazol-4-yl)-amine 
• 103-72-0 phenyl isothiocyanate 
• 622-59-3 1-isothiocyanato-4-methylbenzene 
• 1308272-87-8 N-(4-methylphenyl)-1-phenyl-1H-tetrazol-5-amine 
• 1308272-97-0 phenyl-(1-p-tolyl-1H-tetrazol-5-yl)-amine 

Relevant academic research and scientific papers

A facile method for the preparation of carbodiimides from thioureas and (Boc)2O

A concise method for the preparation of carbodiimides from thioureas using di-tert-butyl dicarbonate [(Boc)2O] as the dehydrosulfurizative reagent has been developed. Using DMAP as the catalyst, a variety of symmetric and asymmetric 1,3-diaryl thioureas were converted into the corresponding carbodiimides efficiently in a short time.

A New synthetic protocol for the preparation of carbodiimides using a hypervalent iodine(III) reagent

A new, simple, and efficient preparation of symmetrical and unsymmetrical carbodiimides from the corresponding thioureas via dehydrosulfurization using a hypervalent iodine(III) reagent is described. The oxidation afforded carbodiimides in excellent yields and high selectivity. A possible mechanism for the transformation is proposed. Georg Thieme Verlag Stuttgart New York.

Tandem regioselective synthesis of tetrazoles and related heterocycles using iodine

A one-pot, tandem process has been developed for the synthesis of a library of tetrazoles from aryl isothiocyanates. Condensation of aryl isothiocyanates with ammonia, and aryl amines (R-NH2) provided mono, 1,3-disubstituted symmetrical and unsymmetrical thioureas, which on desulfurization with molecular iodine (I2) led to formation of the corresponding heterocumulene (cyanamides or carbodiimides). The in situ generated heterocumulene on subsequent treatment with sodium azide at room temperature gave corresponding tetrazoles. The product regioselectivity for unsymmetrical 1,3-disubstituted thioureas was found to be correlated with the basicities (pKa's) of the parent amines attached to the thiourea. Aryl-sec-alkyl unsymmetrical thioureas gave thioamido guanidino products rather than the 5-aminotetrazoles produced by HgCl2 mediation of the reaction. Bis-thioureas derived from aryl isothiocyanates and hydrazine gave thiadiazoles exclusively.

A greener synthetic protocol for the preparation of carbodiimide

A new and facile preparation of symmetrical and unsymmetrical 1,3-diaryl and aryl-alkyl carbodiimides via a dehydrosulfurisation of their corresponding thioureas is described. Herein, the classical method of oxidative desulfurisation of thiourea to carbodiimide involving toxic heavy metal oxides (HgO) has been replaced with an easily available, cost-effective and environmentally benign reagent, iodine. Simple reaction conditions, easy purification of the products and high yields are important attributes of the present methodology and perhaps the best alternative from a green chemistry perspective. The only limitation to this method however, is in the preparation of 1,3-dialkyl substituted carbodiimide.

O-Iodoxybenzoic acid mediated oxidative desulfurization of 1,3-disubstituted thioureas to carbodiimides

An efficient and mild oxidative desulfurization procedure using o-iodoxybenzoic acid has been developed for the synthesis of carbodiimides starting from easily synthesizable 1,3-disubstituted thioureas.

Catalytic metathesis of carbon dioxide with heterocumulenes mediated by titanium isopropoxide

The insertion of an isopropoxide ligand of titanium isopropoxide into heterocumulenes gives a product that carries out metathesis at elevated temperatures by undergoing insertion of a second heterocumulene in a head to head fashion, followed by an extrusion reaction. The Royal Society of Chemistry 2005.

Highly Enantioselective Synthesis of 1,3-Oxazolidin-2-imine Derivatives by Asymmetric Cycloaddition Reactions of Vinyloxiranes with Unsymmetrical Carbodiimides Catalyzed by Palladium(0) Complexes

4-Vinyl-1,3-oxazoilidin-2-imine derivatives have been synthesized by cycloaddition reactions of 2-vinyloxiranes with unsymmetrical carbodiimides catalyzed by palladium(0) complexes in excellent total isolated yields. After reaction two compounds were alwa

SYNTHESIS AND REACTIONS OF TRIPHENYLARSINIMINES

Triphenylarsinimines formed in situ from isocyanates and triphenylarsine oxide have been found to react smoothly with carbonyl compounds like aldehydes, quinones and aromatic ketones giving the corresponding Schiff's bases in high yields.In the case of aldehydes, quinones or activated ketones, e.g., α-diketones, only a catalytic amount of triphenylarsine oxide is necessary for the reaction to proceed to completion.Quinones react with particular ease.Thus the previously unknown 9,10-phenanthrenequinone N-phenylimine 12 (R = Ph, Scheme IV) can be prepared in high yield from 9,10-phenanthrenequinone and phenyl isocyanate under catalytic influence of triphenylarsine oxide.Orthoquinones like 9,10-phenanthrenequinone react with vinylic isocyanates, forming monoimines 13 which rearrange to 1,4-oxazines 14 (Scheme V).Diisocyanates react under the catalytic action of triphenylarsine oxide with dialdehydes under mild conditions, forming some interesting new polymers 25, 26 in high yields.Reactions with aliphatic isocyanates give N-alkyl-N'-arylcarbodiimides, whereas reactions with isothiocyanates proceed through intermediates 20 and 21 to mixed carbodiimides 16, 24 and 25. Key words: Triphenylarsinimines; synthesis; reactions; Schiff's bases; unsymmetrical carbodiimides; polymers.