CS264796B1 - 2-nttrophenol-4- (N, 4'-carboxyphenyl) sulfonates (1 and its method of preparation) - Google Patents

2-nttrophenol-4- (N, 4'-carboxyphenyl) sulfonates (1 and its method of preparation) Download PDF

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CS264796B1
CS264796B1 CS881303A CS130388A CS264796B1 CS 264796 B1 CS264796 B1 CS 264796B1 CS 881303 A CS881303 A CS 881303A CS 130388 A CS130388 A CS 130388A CS 264796 B1 CS264796 B1 CS 264796B1
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carboxyphenyl
sulfonamide
preparation
nitrophenol
nttrophenol
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CS881303A
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Czech (cs)
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CS130388A1 (en
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Pavel Ing Buzik
Oldrich Ing Filip
Karel Lasak
Josef Dipl Tech Zaloudek
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Buzik Pavel
Filip Oldrich
Karel Lasak
Zaloudek Josef
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Priority to CS881303A priority Critical patent/CS264796B1/en
Publication of CS130388A1 publication Critical patent/CS130388A1/en
Publication of CS264796B1 publication Critical patent/CS264796B1/en

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Abstract

Řešení spadá do oblasti chemie organických barviv. Cílem řešení je sloučenina 2- -nitrofenol-4-(N,4'-karboxyfenyl)sulfonamidu a způsob její přípravy. Způsob přípravy 2-nitrofenol-4-(N,4'-karboxyfenyl)sulfonamidu vzorce I spočívá v tom, že se 2-nitrochlorbenzen- -4-(N,4'-karboxyfenyl)sulfonamid nechá reagovat s hydroxidem sodným ve vodném prostředí při teplotě 95 až 120 °C a při pH 11 až 14.The solution falls into the field of organic dye chemistry. The aim of the solution is the compound 2- -nitrophenol-4-(N,4'-carboxyphenyl)sulfonamide and a method for its preparation. The method for preparing 2-nitrophenol-4-(N,4'-carboxyphenyl)sulfonamide of formula I consists in reacting 2-nitrochlorobenzene- -4-(N,4'-carboxyphenyl)sulfonamide with sodium hydroxide in an aqueous medium at a temperature of 95 to 120 °C and at a pH of 11 to 14.

Description

(57) Řešení spadá do oblasti chemie organických barviv. Cílem řešení je sloučenina 2-nitrofenol-4-(N,4'-karboxyfenyl)sulfonamidu a způsob její přípravy. Způsob přípravy 2-nitrofenol-4-(N,4'-karboxyfenyl)sulfonamidu vzorce I(57) The solution falls within the field of organic dye chemistry. The object of the invention is a 2-nitrophenol-4- (N, 4'-carboxyphenyl) sulfonamide compound and a process for its preparation. A process for the preparation of 2-nitrophenol-4- (N, 4'-carboxyphenyl) sulfonamide of formula I

spočívá v tom, že se 2-nitrochlorbenzen-4-(N,4'-karboxyfenyl)sulfonamid nechá reagovat s hydroxidem sodným ve vodném prostředí při teplotě 95 až 120 °C a při pH 11 až 14.The method comprises reacting 2-nitrochlorobenzene-4- (N, 4'-carboxyphenyl) sulfonamide with sodium hydroxide in an aqueous medium at a temperature of 95-120 ° C and a pH of 11-14.

CS 264 796 BlCS 264 796 Bl

Vynález se týká 2-nitrofenol-4-(N,4'-karboxyfenol)sulfonamldu a způsobu jeho výroby..The present invention relates to 2-nitrophenol-4- (N, 4'-carboxyphenol) sulfonamide and to a process for its preparation.

Byla připravena sloučenina 2-nitrofenol-4-(N,4'-karboxyfenyl)sulfonamid, která může sloužit k dalším syntézám v oblasti chemie organických barviv.The compound 2-nitrophenol-4- (N, 4'-carboxyphenyl) sulfonamide was prepared, which can serve for further syntheses in the field of organic dye chemistry.

Způsob přípravy 2-nitrofenol-4-(N,4'-karboxyfenyl)sulfonamidu vzorce IA process for the preparation of 2-nitrophenol-4- (N, 4'-carboxyphenyl) sulfonamide of formula I

spočívá v tom, že se 2-nitroohlorbenzen-4-(N,4'-karboxyfenyl)sulfonamid nechá reagovat s hydroxidem sodným ve vodném prostředí při teplotě 95 až 120 °C s výhodou při teplotě 120 °C a pH 11 až 14. Průběh konverze je téměř kvantitativní, s minimem vedlejších chemických reakcí. Po izolaci se získá prakticky čistá látka vzorce I s teplotou tání 303 až 306 °C, s výtěžkem 99% teorie.characterized in that 2-nitro-chlorobenzene-4- (N, 4'-carboxyphenyl) sulfonamide is reacted with sodium hydroxide in an aqueous medium at a temperature of 95 to 120 ° C, preferably at a temperature of 120 ° C and a pH of 11 to 14. the conversion is almost quantitative, with a minimum of chemical side reactions. After isolation, a practically pure compound of formula I is obtained with a melting point of 303 DEG-306 DEG C. in a yield of 99% of theory.

Provedení podle vynálezu upřesňuje dále uvedený příklad.An embodiment of the invention is illustrated by the following example.

PříkladExample

35,7 g 100% 2-nitrochlorbenzen-4-(N,4'-karboxyfenyl)sulfonamidu (0,1 mol) se suspenduje ve 150 ml vody, přidá se 19,2 g hydroxidu sodného 100% ve formě roztoku o koncentraci c(NaOH) = 10 mol/1 a nechá se reagovat při teplotě 120 °C v laboratorním autoklávu při pH 11 až 14 po dobu 6 až 9 hodin.35.7 g of 100% 2-nitrochlorobenzene-4- (N, 4'-carboxyphenyl) sulfonamide (0.1 mol) is suspended in 150 ml of water, 19.2 g of sodium hydroxide 100% in the form of a c (NaOH) = 10 mol / l and reacted at 120 ° C in a laboratory autoclave at pH 11-14 for 6 to 9 hours.

Potom se reakčni směs ochladí na teplotu 20 až 30 °C a pomalu, za stálého míchání, se vykyselí kyselinou chlorovodíkovou o koncentraci c(HCl) = 9 mol/1 na pH 1.The reaction mixture was then cooled to 20-30 ° C and acidified slowly, with stirring, with c (HCl) = 9 mol / l hydrochloric acid to pH 1.

Získaný pevný podíl se izoluje filtrací. Filtrační koláč se promyje studenou vodou do ztráty kyselé reakce filtrátů.The resulting solid was collected by filtration. The filter cake is washed with cold water until the acidic reaction of the filtrates is lost.

Syntézou se získá 33,5 g 100% 2-nitrofenol-4-(N,4'-karboxyfenyl)sulfamidu o t.t. 303 až 306 °C.Synthesis yielded 33.5 g of 100% 2-nitrophenol-4- (N, 4'-carboxyphenyl) sulfamide, m.p. Mp 303-306 ° C.

Claims (2)

předmEt vynálezuobject of the invention 1. 2-nitrofenol-4-(N,4'-karboxyfenyl)sulfonamid vzorce IA 2-nitrophenol-4- (N, 4'-carboxyphenyl) sulfonamide of formula I COOH (I)COOH (I) 2. Způsob přípravy 2-nitrofenol-4-(N,4'-karboxyfenyl)sulfonamidu vzorce X podle bodu 1, vyznačený tím, že se ve vodném prostředí nechá reagovat 2-nitrochlorbenzen-4-(N,4'-karboxyfenyl) sulfonamid s hydroxidem sodným při teplotě 95 až 120 °C a pH 11 až 14.2. A process for the preparation of 2-nitrophenol-4- (N, 4'-carboxyphenyl) sulfonamide of formula (X) according to claim 1, characterized in that 2-nitrochlorobenzene-4- (N, 4'-carboxyphenyl) sulfonamide is reacted in an aqueous medium. with sodium hydroxide at 95-120 ° C and pH 11-14.
CS881303A 1988-03-01 1988-03-01 2-nttrophenol-4- (N, 4'-carboxyphenyl) sulfonates (1 and its method of preparation) CS264796B1 (en)

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