CS264929B1 - 2-nitrophenyl-4- (N, 2'-carboxyphenyl) sulfonamide; - Google Patents

2-nitrophenyl-4- (N, 2'-carboxyphenyl) sulfonamide; Download PDF

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Publication number
CS264929B1
CS264929B1 CS881313A CS131388A CS264929B1 CS 264929 B1 CS264929 B1 CS 264929B1 CS 881313 A CS881313 A CS 881313A CS 131388 A CS131388 A CS 131388A CS 264929 B1 CS264929 B1 CS 264929B1
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Czechoslovakia
Prior art keywords
carboxyphenyl
sulfonamide
nitrophenyl
nitrophenol
formula
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CS881313A
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Czech (cs)
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CS131388A1 (en
Inventor
Pavel Ing Buzik
Oldrich Ing Filip
Karel Lasak
Josef Dipl Tech Zaloudek
Original Assignee
Buzik Pavel
Filip Oldrich
Karel Lasak
Zaloudek Josef
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Application filed by Buzik Pavel, Filip Oldrich, Karel Lasak, Zaloudek Josef filed Critical Buzik Pavel
Priority to CS881313A priority Critical patent/CS264929B1/en
Publication of CS131388A1 publication Critical patent/CS131388A1/en
Publication of CS264929B1 publication Critical patent/CS264929B1/en

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Abstract

Řešení spadá do oblasti chemie organických barviv. Cílem řešení je sloučenina 2-nitrofenol-4-(N,2 '-karboxyfenyl)- sulfonamid a způsob jeho přípravy. Způsob přípravy 2-nitrofenyl-4-(N,2'-karboxyfenyl)sulfonamidu vzorce I OH no2 O COOH S02— NH---- (I) spočívá v tom, že se 2-nitrochlorbenzen- -4- (N,2'-karboxyfenyl)sulfonamid nechá reagovat s hydroxidem sodným ve vodném prostředí při teplotě 98 až 100 °C a 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,2'-carboxyphenyl)- sulfonamide and a method for its preparation. The method for preparing 2-nitrophenyl-4-(N,2'-carboxyphenyl) sulfonamide of formula I OH no2 O COOH S02— NH---- (I) consists in reacting 2-nitrochlorobenzene- -4-(N,2'-carboxyphenyl) sulfonamide with sodium hydroxide in an aqueous medium at a temperature of 98 to 100 °C and a pH of 11 to 14.

Description

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

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

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

OHOH

spočívá v tom, že se 2-nitrochlorbenzen-4-(N,2-karboxyfenyl)sulfonamid nechá reagovat s hydroxidem sodným ve vodném prostředí při teplotě 95 až 105 °C s výhodou při teplotě 98 až 100 °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 208 až 209 °C, s výtažkem 98 % teorie.characterized in that 2-nitrochlorobenzene-4- (N, 2-carboxyphenyl) sulfonamide is reacted with sodium hydroxide in an aqueous medium at a temperature of 95 to 105 ° C, preferably at a temperature of 98 to 100 ° C and a pH of 11 to 14. The conversion process 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 208 DEG-209 DEG C. in a yield of 98% of theory.

Titrací této látky hydroxidem sodným ve vodném prostředí s využitím potenciometrické indikace byla stanovena relativní molární hmotnost 338.Titration of this material with sodium hydroxide in an aqueous medium using potentiometric indication gave a relative molar mass of 338.

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

P ř í k 1 a dExample 1 a d

35,7 g 100% 2-nitrochlorbenzen-4-(K,2'-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 98 až 100 °C, pH 11 až 14 a po dobu 6 až 9 hodin.35.7 g of 100% 2-nitrochlorobenzene-4- (K, 2'-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 98-100 ° C, pH 11-14 and for 6-9 hours.

Potom se reakční 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 teplou vodou do ztráty kyselé reakce filtrátů.The resulting solid was collected by filtration. The filter cake is washed with warm water until the acidic reaction of the filtrates is lost.

Syntézou se získá 33,1 g 100% 2-nitrofenol-4-(N,2'-karboxyfenyl)sulfonamidu o t.t.Synthesis yielded 33.1 g of 100% 2-nitrophenol-4- (N, 2'-carboxyphenyl) sulfonamide, m.p.

208 až 209 °C.Mp 208-209 ° C.

Claims (2)

PŘEDMĚT VYNÁLEZUSUBJECT OF THE INVENTION 1. 2-nitrofenol-4-(N,2'-karboxyfenyl)sulfonamid vzorce IA 2-nitrophenol-4- (N, 2'-carboxyphenyl) sulfonamide of formula I 2. Způsob přípravy 2-nitrofenol-4-(N,2-karboxyfenyl)sulfonamidu vzorce I podle bodu 1, vyz-ndčený tím, že se ve vodném prostředí nechá reagovat 2-nitrochlorbenzen~4-(N,2-karboxyfenyl) sulfonamid s hydroxidem sodným při teplotě 95 až 105 °C s výhodou při teplotě 98 až 100 °C a pH 11 až 14.2. A process for the preparation of 2-nitrophenol-4- (N, 2-carboxyphenyl) sulfonamide of the formula I according to claim 1, characterized in that 2-nitrochlorobenzene-4- (N, 2-carboxyphenyl) sulfonamide is reacted in an aqueous medium. with sodium hydroxide at a temperature of 95 to 105 ° C, preferably at a temperature of 98 to 100 ° C and a pH of 11 to 14.
CS881313A 1988-03-01 1988-03-01 2-nitrophenyl-4- (N, 2'-carboxyphenyl) sulfonamide; CS264929B1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CS881313A CS264929B1 (en) 1988-03-01 1988-03-01 2-nitrophenyl-4- (N, 2'-carboxyphenyl) sulfonamide;

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CS881313A CS264929B1 (en) 1988-03-01 1988-03-01 2-nitrophenyl-4- (N, 2'-carboxyphenyl) sulfonamide;

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CS131388A1 CS131388A1 (en) 1988-12-15
CS264929B1 true CS264929B1 (en) 1989-09-12

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113767913A (en) * 2021-08-13 2021-12-10 上海应用技术大学 Application of a kind of 2-[(4-chloro-3-nitrophenyl) sulfonamido] benzoic acid in preparing insect growth regulator

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113767913A (en) * 2021-08-13 2021-12-10 上海应用技术大学 Application of a kind of 2-[(4-chloro-3-nitrophenyl) sulfonamido] benzoic acid in preparing insect growth regulator

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