1858-42-0

Usage

General Description

2,2,4,4,6,6-hexaisothiocyanato-1,3,5,2lambda~5~,4lambda~5~,6lambda~5~-triazatriphosphinine is a chemical compound with the molecular formula C12H6N6P3S6. It is derived from the phosphinine family and consists of a six-membered triphosphinine ring with six isothiocyanate groups attached to it. 2,2,4,4,6,6-hexaisothiocyanato-1,3,5,2lambda~5~,4lambda~5~,6lambda~5~-triazatriphosphinine is known for its potential applications as a ligand in coordination chemistry and catalysis. It has been studied for its ability to coordinate with various metal ions and form stable complexes, making it useful in a variety of chemical reactions and processes. Additionally, its unique structure and properties give it potential for use in materials science and nanotechnology.

Upstream product

• 333-20-0 potassium thioacyanate 
• 940-71-6 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine 
• 17455-13-9 18-crown-6 ether 

Downstream Products

• 58978-76-0 Hexa-(N-phenyl-thioharnstoff)-triphosphonitril 
• 58978-77-1 C₄₂H₄₈N₂₁P₃S₆ 
• 51675-47-9 2-(carbamothioylamino)acetic acid 
• 103-85-5 monophenylthiourea 
• 622-52-6 p-methylphenylthiourea 
• 2293-07-4 1-(4-methoxyphenyl)thiourea 

Relevant academic research and scientific papers

One-Pot Multicomponent Synthesis of Thiourea Derivatives in Cyclotriphosphazenes Moieties

In this study, hexasubstituted thiourea was carried out via reaction of isothiocyanato cyclophosphazene intermediates with a series of aromatics amines and amino acids in a one-pot reaction system. The reaction was not as straightforward as typical thiourea synthesis. Six unexpected thiourea derivatives 3a-f were formed in the presence of cyclotriphosphazene moieties in good yields (53-82%). The structures of 3a-f were characterized by elemental analysis and FTIR, 1H, 13C, and 31P NMR spectroscopies. The occurrence of reverse thioureas formation in a one-pot reaction system is discussed. The possible binding interaction of the synthesised thiourea 3a-b in comparison to the predicted phenyl thiourea 5a-b and the targeted 4a with enzyme enoyl ACP reductase (FabI) is also discussed. Molecular docking of the targeted hexasubstituted thiourea 4a is able to give higher binding affinity of -7.5 kcal/mol compared to 5a-b (-5.9 kcal/mol and -6.3 kcal/mol) and thiourea 3a-b (-4.5 kcal/mol and -4.7 Kcal/mol).

Synthesis of cyclic phosphazenes with isothiocyanato, thiourethane, and thiourea side groups: X-ray crystal structure of N3P3(NMe2)3(NCS)3

Reaction of the cyclic trimeric phosphazene [NP(NCS)2]3 with alcohols, ROH (R = CH3, C2H5, 1-C3H7, 1-C4H9, and 2-C3H7), in THF resulted in the formation of thiourethane derivatives, [NP(NHCSOR)2]3, via a nongeminal reaction pathway. Reactions of [NP(NCS)2]3 with amines, RNH2 (R = H, CH3, C6H5, 1-C4H9, and 1-C8H17), in THF yielded thiourea derivatives, [NP(NHCSNHR)2]3. Interaction of the cyclic tetramer [NP(NCS)2]4 with alcohols and amines also yielded thiourethane and thiourea derivatives, although the reactivity of the tetramer was lower than that of the trimer. The reactivity of the isothiocyanato groups was influenced by the steric and electronic effects of cosubstituent side groups such as trifluoroethoxy or dimethylamino. X-ray crystallographic analysis of cis-nongeminal-[NP(NMe2)(NCS)]3 was carried out, and the structure was compared with those of [NP(NCS)2]3 and [NP(NCS)2]4. cis-nongeminal-[NP(NMe2)(NCS)]3 crystallized in the triclinic space group P1. Unit cell parameters were a = 8.377 (7) ?, b = 9.030 (3) ?, c = 14.093 (7) ?, α = 85.55 (3)°, β = 74.91 (5)°, γ = 83.96 (4)°. The final R and Rw values were 0.047 and 0.074. The reactions of the cyclic phosphazenes served as models for those of the analogous macromolecular phosphazenes.