2019
DOI: 10.1039/c9cc01114e
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Room temperature diazotization and coupling reaction using a DES–ethanol system: a green approach towards the synthesis of monoazo pigments

Abstract: Synthesis of a stable diazonium salt at room temperature followed by the synthesis of monoazo pigments using DES–ethanol system.

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Cited by 9 publications
(6 citation statements)
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“…4 Hz). The chemical shift of 6ʹ-H in 3h is similar to that noted for the related dye derived from the coupling of 2-fluoraniline with 2-naphthol reported by Shankarling et al [20] Additionally, the chemical shift of the signal for 6ʹ-H is, to some extent, influenced by the nature of the ortho-substituent, for example with a MeO substitue nt the signal for 6ʹ-H of 3g resonates further upfield than in 3h at  7.99 but with a NO2 substitue nt 6ʹ-H of 3f is deshielded and resonates at  8.26; the latter signal is in agreement with data reported for (Z)-1-[2-(2-nitrophenyl)hydrazineylidene]naphthalen-2(1H)-one in a detailed NMR investigation by Lyčka. [21].…”
Section: Discussionsupporting
confidence: 85%
“…4 Hz). The chemical shift of 6ʹ-H in 3h is similar to that noted for the related dye derived from the coupling of 2-fluoraniline with 2-naphthol reported by Shankarling et al [20] Additionally, the chemical shift of the signal for 6ʹ-H is, to some extent, influenced by the nature of the ortho-substituent, for example with a MeO substitue nt the signal for 6ʹ-H of 3g resonates further upfield than in 3h at  7.99 but with a NO2 substitue nt 6ʹ-H of 3f is deshielded and resonates at  8.26; the latter signal is in agreement with data reported for (Z)-1-[2-(2-nitrophenyl)hydrazineylidene]naphthalen-2(1H)-one in a detailed NMR investigation by Lyčka. [21].…”
Section: Discussionsupporting
confidence: 85%
“…In excess acid, N-nitrosamine can be converted into a diazohydroxide by protonation and deprotonation. The final step is forming the nitrogen-nitrogen triple bond accompanied by the expulsion of water to produce diazonium salt [22].…”
Section: Figurementioning
confidence: 99%
“…Despite the increasing use of DESs in organic synthesis [ 4 , 5 , 6 ], they have scarcely been utilized in the reactions of diazonium salts. In fact, the literature shows only three very recent examples, where DESs are employed as innocent solvents [ 7 , 8 , 9 ].…”
Section: Introductionmentioning
confidence: 99%