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Upstream product

• 42067-08-3 3-Cyclohexyl-1,2-diphenyl-3-hydroxyguanidin 
• 108-91-8 cyclohexylamine 
• 622-16-2 1,3-Diphenylcarbodiimide 
• 2211-64-5 N-cyclohexyl-hydroxylamine 
• 102-08-9 N,N-diphenylthiourea 

Relevant academic research and scientific papers

De novodesign and synthesis of dipyridopurinone derivatives as visible-light photocatalysts in productive guanylation reactions

Described here is thede novodesign and synthesis of a series of 6H-dipyrido[1,2-e:2′,1′-i]purin-6-ones (DPs) as a new class of visible-light photoredox catalysts (PCs). The synthesizedDP1-5showed theirλAbs(max)values in 433-477 nm, excited state redox potentials in 1.15-0.69 eV and ?1.41 to ?1.77 eV (vs.SCE), respectively. As a representative,DP4enables the productive guanylation of various amines, including 1°, 2°, and 3°-alkyl primary amines, secondary amines, aryl and heteroaryl amines, amino-nitrile, amino acids and peptides as well as propynylamines and α-amino esters giving diversities in biologically important guanidines and cyclic guanidines. The photocatalytic efficacy ofDP4in the guanylation overmatched commonly used Ir and Ru polypyridyl complexes, and some organic PCs. Other salient merits of this method include broad substrate scope and functional group tolerance, gram-scale synthesis, and versatile late-stage derivatizations that led to a derivative81exhibiting 60-fold better anticancer activity against Ramos cells with the IC50of 0.086 μM than that of clinical drug ibrutinib (5.1 μM).

A Mild Photocatalytic Synthesis of Guanidine from Thiourea under Visible Light

In this work, we developed the catalytic guanylation of thiourea using Ru(bpy)3Cl2 as a photocatalyst under irradiation by visible light. The conversion of various thioureas to the corresponding guanidines was achieved using 1-5 mol % of photocatalyst in a mixture of water and ethanol at room temperature. Key benefits of this reaction include the use of photoredox catalyst, low-toxicity solvents/base, ambient temperature, and an open-flask environment.

Ultrasound-assisted synthesis of substituted guanidines from thioureas

Ultrasound-assisted synthesis of guanidine derivatives was developed using 2,4,6-trichloro-1,3,5-triazine as an inexpensive dehydrosulfurization reagent. Both 1,3-alkylaryl- and 1,3-diaryl-thioureas were rapidly converted into carbodiimides before subsequent reaction with aromatic or aliphatic amines. The method allows rapid access to highly substituted guanidines in good to excellent yields under mild conditions and with minimal use of solvent.

Role of quaternaryammonium permanganates in the synthesis of substituted guanidines - A comparative study

Quaternaryammonium permanganate transforms 1,3-diarylthioureas in the presence of an amine to the respective trisubstituted guanidines in excellent yields.

A Short and Concise Synthesis of Guanidines

A facile high yielding process of guanidines is reported by reaction of amine nucleophiles on the oxidised thioureas in an aqueous medium using the unexploited reagents sodium chlorite and sodium metaperiodate for the oxidation of 1,3-disubstituted thioureas.