622-15-1

Usage

Uses

Used in Fluorescent Labeling:
N,N'-Diphenylformamidine is used as a precursor in the preparation of polyfluoro benzoxazole polymethine dyes, which are employed as fluorescent labels for biomolecules. These dyes offer enhanced fluorescence properties and stability, making them suitable for applications in bioimaging and molecular diagnostics.
Used in Organic Synthesis:
N,N'-Diphenylformamidine is utilized in the microwave-assisted synthesis of 5-aminopyrazol-4-yl ketones, a class of compounds with potential applications in pharmaceutical and agrochemical industries. Its use in this process facilitates the formation of the desired products with improved efficiency and selectivity.
Used in Dye Preparation:
N,N'-Diphenylformamidine is also used in the preparation of monomethine dyes containing imide functional groups. These dyes exhibit unique optical properties and can be employed in various applications, such as colorants in the textile industry or as components in optical devices.

Synthesis Reference(s)

Journal of the American Chemical Society, 76, p. 3978, 1954 DOI: 10.1021/ja01644a034

Purification Methods

The hydrate is obtained from aqueous EtOH. [Beilstein 12 H 236, 12 IV 372.]

Upstream product

• 122-51-0 orthoformic acid triethyl ester 
• 62-53-3 aniline 
• 75-45-6 Chlorodifluoromethane 

Downstream Products

• 101530-74-9 3,6-Dihydro-6-oxo-1,3,5-triphenyl-1-pyrimidinium-4-olat 
• 96807-23-7 3,6-Dihydro-5-methyl-6-oxo-1,3-diphenyl-1-pyrimidinium-4-olat 
• 620-81-5 N,N'-Diphenyloxamid 
• 120929-13-7 4-<2-(2-anilinovinyl)benzothiazol-2-io>butansulfonat 
• 62-53-3 aniline 
• 103-70-8 Formanilid 
• 1383274-60-9 1-(5-carboxypentyl)-3-methyl-2-((E)-2-phenylamino-vinyl)-5-sulfo-3-(3-sulfo-propyl)-3H-indolium 
• 89516-74-5 C₁₄H₁₁N₃O₃S 
• 38337-19-8 2-anilinomethylideneindane-1,3-dione 
• 540528-27-6 1-(5-carboxypentyl)-3,3-dimethyl-2-[(E)-2-(phenylamino)ethenyl]-3H-indolium-5-sulfonate 
• 1303567-88-5 Mo₂(C₆H₅NCHNC₆H₅)2(OC(CH₃)3)4 
• 6992-73-0 2-[2-(acetylphenylamino)vinyl]-3-ethylbenzoxazolium iodide 

Relevant academic research and scientific papers

Application of chlorodifluoromethane as C1 source for synthesis of amidine compounds

The invention discloses an application of chlorodifluoromethane as a C1 source for synthesis of amidine compounds. Chlorodifluoromethane can be subjected to quadrupole bond cracking under a mild condition, and valuable amidine compounds can be obtained. Water and a solvent are added in the presence of chlorodifluoromethane, the chlorodifluoromethane can be efficiently cracked into a C1 synthon, and synthesis of the amidine compounds can be realized. The synthesis method uses no transition metal, has the characteristic of being environmentally friendly, is simple to operate and can obtain the amidine compounds by one step.

Intermolecular hydrogen-fluorine interaction in dimolybdenum triply bonded complexes modified by fluorinated formamidine ligands for the construction of 2D- and 3D-networks

The formamidines ArNHC(H)=N-Ar [Ar = Ph (2a), 4-F-Ph (2b), 3,5-F 2Ph (2c) and 2,6-F2Ph (2d) and R = 2,3,5-F3Ph (2e), 3,4,5-F3Ph (2f), F5Ph (2g) and 4-CF3Ph (2h)] were synthesized and the influence of the introduction of a fluorine or a trifluoromethyl group into the aryl unit on the solid-state structures was investigated. On comparing the experimental data, only marginal differences in the geometrical and electronic features of the diverse substituted species were detected. DFT calculations and X-ray crystallography of 2d-2g revealed that the E-syn-configuration corresponded to the thermodynamically most stable motif of all of the examined formamidines. However, in their solid-state, these ligands showed a range of H...F interactions, which varied depending on the number and position of the fluorine atoms on the aryl group and thus led to interesting solid-state structures. Moreover, compounds 2 were used for the synthesis of the new heteroleptic dimolybdenum triply-bonded complexes, Mo 2[(2a-2c; 2e-f)-H]2(OtBu)4 (3a-3c; 3e-3f). X-ray crystallography of complexes 3c and 3f revealed two different isomers in the solid state: in trans-3c the two formamidines are in one plane, while in cis-3c and cis-3f they are next to each other. The DFT calculations showed only a small distinction in energy between the configurations, which led us to assume that the different configurations were induced by the crystal packing. The specific H...F interactions provided by the different formamidines led to a two-dimensional arrangement for trans-3c and a three-dimensional network for cis-3c and cis-3f.