PL410595A1 - 4-[(E)-[4-[N-methyl-N-(2-ethoxy)-ethyl]amine]phenyl]azo]-N-(4,6-dimethylpyrimidine-2-yl)benzenesulfonamide and method for producing it - Google Patents

4-[(E)-[4-[N-methyl-N-(2-ethoxy)-ethyl]amine]phenyl]azo]-N-(4,6-dimethylpyrimidine-2-yl)benzenesulfonamide and method for producing it

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Publication number
PL410595A1
PL410595A1 PL410595A PL41059514A PL410595A1 PL 410595 A1 PL410595 A1 PL 410595A1 PL 410595 A PL410595 A PL 410595A PL 41059514 A PL41059514 A PL 41059514A PL 410595 A1 PL410595 A1 PL 410595A1
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Poland
Prior art keywords
benzenesulfonamide
ethoxy
ethyl
methyl
dimethylpyrimidin
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PL410595A
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Polish (pl)
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PL234948B1 (en
Inventor
Ewelina Ortyl
Sonia Zielińska
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Politechnika Wrocławska
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Priority to PL410595A priority Critical patent/PL234948B1/en
Publication of PL410595A1 publication Critical patent/PL410595A1/en
Publication of PL234948B1 publication Critical patent/PL234948B1/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Wynalazek dotyczy 4-[(E)-[4-[N-metylo-N-[2-(etoksy)-etylo]amino]fenylo]azo]-N-(4,6-dimetylopirymidyn-2-ilo)benzenosulfonoamidu- o wzorze 1, znajdującego zastosowanie w optyce nieliniowej, optoelektronice, jako materiał zmieniający właściwości pod wpływem światła oraz do otrzymywania monomerów, polimerów oraz materiałów hybrydowych o właściwościach fotochromowych, zmieniających właściwości pod wpływem światła, które mogą być stosowane w optycznym zapisie i przetwarzaniu informacji. Wynalazek ujawnia również sposób wytwarzania 4-[(E)-[4-[N-metylo-N-[2-(etoksy)-etylo]amino]fenylo]azo]-N-(4,6-dimetylopirymidyn-2-ilo)benzenosulfono-amidu o wzorze 1, polegający na tym, że 4-amino-N-(4,6-dimetylopirymidyn-2-ilo)benzenosulfonamid poddaje się reakcji diazowania azotanem (III) sodu w mieszaninie stężonego kwasu solnego, wody i lodowatego kwasu octowego, zawierającej od 6 do 10% objętościowych stężonego kwasu solnego oraz od 50 do 60% lodowatego kwasu octowego, po czym powstałą sól diazoniową 4-amino-N-(4,6-dimetylopirymidyn-2-ilo)benzenosulfonamidu w postaci chlorku sprzęga się z aniliną, będącą N-metylo-N-[2-(etoksy)-etylo)-aniliną w stosunku od 1 : 1 do 1 : 1,3, a następnie otrzymany produkt zobojętnia się, suszy się i oczyszcza się. The invention relates to 4 - [(E) - [4- [N-methyl-N- [2- (ethoxy) ethyl] amino] phenyl] azo] -N- (4,6-dimethylpyrimidin-2-yl) benzenesulfonamide; of formula 1, used in nonlinear optics, optoelectronics, as a material that changes properties under the influence of light and to obtain monomers, polymers and hybrid materials with photochromic properties, changing properties under the influence of light, which can be used in optical recording and processing of information. The invention also discloses a process for preparing 4 - [(E) - [4- [N-methyl-N- [2- (ethoxy) ethyl] amino] phenyl] azo] -N- (4,6-dimethylpyrimidin-2-yl benzenesulfonamide of formula 1, in which 4-amino-N- (4,6-dimethylpyrimidin-2-yl) benzenesulfonamide is reacted with sodium nitrite diazotization in a mixture of concentrated hydrochloric acid, water and glacial acid acetic acid containing from 6 to 10% by volume concentrated hydrochloric acid and from 50 to 60% glacial acetic acid, after which the resulting diazonium salt of 4-amino-N- (4,6-dimethylpyrimidin-2-yl) benzenesulfonamide in the form of chloride is coupled with aniline being N-methyl-N- [2- (ethoxy) ethyl) aniline in a ratio of 1: 1 to 1: 1.3, and then the product obtained is neutralized, dried and purified.

PL410595A 2014-12-19 2014-12-19 4-[(E)-[4-[N-methyl-N-(2-ethoxy)-ethyl]amine]phenyl]azo]-N-(4,6-dimethylpyrimidine-2-yl)benzenesulfonamide and method for producing it PL234948B1 (en)

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PL410595A PL234948B1 (en) 2014-12-19 2014-12-19 4-[(E)-[4-[N-methyl-N-(2-ethoxy)-ethyl]amine]phenyl]azo]-N-(4,6-dimethylpyrimidine-2-yl)benzenesulfonamide and method for producing it

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PL410595A PL234948B1 (en) 2014-12-19 2014-12-19 4-[(E)-[4-[N-methyl-N-(2-ethoxy)-ethyl]amine]phenyl]azo]-N-(4,6-dimethylpyrimidine-2-yl)benzenesulfonamide and method for producing it

Publications (2)

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PL410595A1 true PL410595A1 (en) 2015-10-12
PL234948B1 PL234948B1 (en) 2020-05-18

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PL410595A PL234948B1 (en) 2014-12-19 2014-12-19 4-[(E)-[4-[N-methyl-N-(2-ethoxy)-ethyl]amine]phenyl]azo]-N-(4,6-dimethylpyrimidine-2-yl)benzenesulfonamide and method for producing it

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PL234948B1 (en) 2020-05-18

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