Phosphorylation of aminomethylated derivatives of 2,7-dihydroxynaphthalenes

Slitikov, P. V.; Rasadkina, E. N.

doi:10.1134/s1070363216030099

Cited by 3 publications

(1 citation statement)

References 16 publications

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“…2,7-Naphthalenediol is a raw material for the synthesis of sulfonic acid compounds and divinyl naphthalene compounds in chemical production, while 1,5-naphthalenediol plays an important role in biochemical research [4,5]. 1,7-Naphthalenediol and 2, 3-naphthalenediol are prohibited components in cosmetics, while the addition of 2,7naphthalenediol and 1,5-naphthalenediol is strictly controlled [6]. Long-term excessive exposure to naphthalenediols can cause serious irritation to respiratory system and eyes, and may cause skin allergies [7,8].…”

Section: Introductionmentioning

confidence: 99%

Determination of four naphthalenediols in cosmetic samples by sweeping-micellar electrokinetic chromatography and a comparison with HPLC

Wang

Zheng

et al. 2022

AChrom

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A sweeping micellar electrokinetic chromatography (sweeping-MEKC) method was developed for the determination of 1,7-naphthalenediol, 2,3-naphthalenediol, 1,5-naphthalenediol and 2,7-naphthalenediol in cosmetics. Several parameters affecting sweeping-MEKC method were studied systematically and the separation conditions were optimized as 20 mM NaH2PO4–110 mM SDS and 40% (v/v) MeOH (pH 2.4), with −22 kV applied voltage and UV detection at 230 nm. The sample matrix is 60 mmol L−1 NaH2PO4 and sample introduction was performed at 3 psi for 6 s. Separation of the four naphthalenediols was completed in less than 17 min. Limit of detection (LOD) and limit of quantitation (LOQ) are 0.0045∼0.0094 μg mL−1 and 0.015∼0.031 μg mL−1. Linear relationship (r 2 > 0.999) is satisfactory at the range of 0.1–10 μg mL−1. The developed method has been successfully applied to the determination of the four naphthalenediols in real cosmetic samples, with recoveries in foundation, sun cream and lotion in the range of 92.3%∼106.8% and relative standard deviation (RSD) less than 4.15%. A HPLC method described in the National Standards of the People’s Republic of China was carried out for the comparison with the proposed method. The results showed that the proposed sweeping-MEKC method has the advantages of fast, low cost with comparative sensitivity.

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Section: Introductionmentioning

confidence: 99%

Determination of four naphthalenediols in cosmetic samples by sweeping-micellar electrokinetic chromatography and a comparison with HPLC

Wang

Zheng

et al. 2022

AChrom

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Some Features of Phosphorylation of Aminomethylated 2,6-Dihydroxynaphthalene

Slitikov

2022

Russ J Gen Chem

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Aminomethylated Hydroxinaphthalenes: Synthesis and Application

Slitikov

Evdokimenkova

2021

HoBMSTU.SNS

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The analysis of the literature is carried out and the results of the synthetic approaches to the aminomethylation of hydroxy derivatives of naphthalenes developed over the past 20 years are presented. Most of the described aminomethylation processes proceed as Mannich aminomethylation or, as a special case of a similar condensation --- aminobenzylation according to Betti. The results of all studies are grouped according to the nature of the amine used in the synthesis: primary, secondary, tertiary. Most of the examples were considered for 2-naphthol, however, as the analysis of literature data shows, similar methods are applicable to 1-naphthol and dihydroxynaphthalenes with different positions of OH groups in the ring --- often only the yields of the target product differ. Both the classical methods for the preparation of Mannich and Betti bases using the carbonyl component (formaldehyde, benzaldehyde and its derivatives, respectively) and special cases of synthesis, in which condensation is carried out by means of halogen derivatives, substituted azacrown ethers, etc., are presented. Particular attention is paid to the use of various catalysts and activators, allowing to significantly simplify the synthetic procedures and increase the yields of target compounds. The main fields of application of aminomethylated derivatives of hydroxynaphthalenes are presented

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Phosphorylation of aminomethylated derivatives of 2,7-dihydroxynaphthalenes

Cited by 3 publications

References 16 publications

Determination of four naphthalenediols in cosmetic samples by sweeping-micellar electrokinetic chromatography and a comparison with HPLC

Determination of four naphthalenediols in cosmetic samples by sweeping-micellar electrokinetic chromatography and a comparison with HPLC

Some Features of Phosphorylation of Aminomethylated 2,6-Dihydroxynaphthalene

Aminomethylated Hydroxinaphthalenes: Synthesis and Application

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