METHOD FOR COMBINED SYNTHESIS OF 4-ALKYLQUINOLINE AND (2,3-DIALKYL-4-QUINOLINYL)-N, N-DIMETHYLMETHANE AMINE Russian patent published in 2012 - IPC C07D215/04 C07D215/12 

Abstract RU 2440341 C2

FIELD: chemistry.

SUBSTANCE: invention relates to organic chemistry and specifically to a method for combined synthesis of 4-alkylquinoline and (2,3-dialkyl-4-quinolinyl)-N,N-dimethylmethane amine of formula (1) and (2), which involves reaction of o-iodoaniline with N,N-dimethyl-2-alkyne-1-amine (where the alkyne is heptyne, octyne, undecyne) in the presence of lithium chloride (LiCl), potassium carbonate (K2CO3) and a palladium catalyst Pd(OAc)2 in molar ratio of o-iodoaniline: N,N-dimethyl-2-alkyne-1-amine: LiCl: K2CO3: Pd(OAc)2=10:(25-35):10:(25-35):(0.5-1.0), at temperature 90-110°C and atmospheric pressure, preferably at 100°C for 18-22 hours in dimethyl formamide as a solvent.

EFFECT: novel method for combined synthesis of 4-alkylquinoline and 2,3-dialkyl-4-quinolinyl-N,N-dimethylmethane amine, which can be used in fine organic synthesis.

1 cl, 1 tbl, 1 ex

Similar patents RU2440341C2

Title Year Author Number
METHOD OF PRODUCING 2-PHENYL-3-ALKYLQUINOLINES 2014
  • Dzhemilev Usein Memetovich
  • Khusnutdinov Ravil Ismagilovich
  • Bajguzina Al'Fija Ruslanovna
  • Aminov Rishat Ishbirdovich
RU2565787C1
METHOD OF PRODUCING (2E,4E)-N-ISOBUTYLDECA-2,4-DIENEAMIDE 2012
  • Shakhmaev Rinat Nazhibullovich
  • Ishbaeva Alija Uralovna
  • Zorin Vladimir Viktorovich
RU2500664C1
METHOD OF PRODUCING 2,3-DIALKYL-1-PHENYL(ALKYL)SUBSTITUTED PHOSPHOL-2-ENE-1-SULPHIDES 2014
  • Dzhemilev Usein Memetovich
  • D'Jakonov Vladimir Anatol'Evich
  • Makhamatkhanova Alevtina Leonidovna
  • Agliullina Rina Anis'Evna
RU2556008C1
METHOD OF OBTAINING SUBSTITUTED QUINOLINES FROM ANILINE, 1,3-DIOLS AND CCl4 UNDER ACTION OF IRON-CONTAINING CATALYSTS 2013
  • Dzhemilev Usein Memetovich
  • Khusnutdinov Ravil Ismagilovich
  • Bajguzina Al'Fija Ruslanovna
  • Aminov Rishat Ishbirdovich
RU2561503C2
METHOD FOR SUBSTITUTED QUINOLINES PRODUCTION FROM ANILINE, 1,2-DIOLS AND CCL4 UNDER IRON CATALYSTS 2015
  • Dzhemilev Usein Memetovich
  • Khusnutdinov Ravil Ismagilovich
  • Bajguzina Alfiya Ruslanovna
  • Aminov Rishat Ishbirdovich
RU2614251C2
4-SUBSTITUTED N-ARYL-1,8-NAPHTHALIMIDES, EXHIBITING PROPERTIES OF FLUORESCENT SENSORS ON METAL CATIONS AND METHODS FOR PRODUCTION THEREOF 2012
  • Fedorova Ol'Ga Anatol'Evna
  • Fedorov Jurij Viktorovich
  • Panchenko Pavel Aleksandrovich
  • Sergeeva Antonina Nikolaevna
  • Oshchepkov Maksim Sergeevich
  • Oshchepkov Aleksandr Sergeevich
RU2515195C1
N,N-DIMETHYL-N-(4-QUINOLINENYLMETHYL)AMINE SYNTHESIS METHOD 2008
  • Dzhemilev Usein Memetovich
  • Shajbakova Marija Gennad'Evna
  • Makhmudijarov Gilemdar Adykhamovich
  • Ibragimov Askhat Gabdrakhmanovich
  • Khalilov Leonard Mukhibovich
  • Paramonov Evgenij Aleksandrovich
RU2404165C2
AZO COMPOUNDS BASED ON 4-AMINO-2,3',4'-TRICYANODIPHENYL 2011
  • Selivanova Galina Arkad'Evna
  • Amosov Evgenij Valer'Evich
  • Vasil'Ev Vladimir Gennad'Evich
  • Luk'Janets Evgenij Antonovich
  • Shtejngarts Vitalij Davidovich
RU2479573C1
SYNTHESIS OF NOVEL CLASS OF FLUORINE-CONTAINING LIQUID-CRYSTALLINE COMPOUNDS WITH APPLICATION OF CHLADONE 114B2 AS INITIAL COMPOUND 2012
  • Gol'Dberg Aleksej Andreevich
  • Shastin Aleksej Vladimirovich
  • Muzalevskij Vasilij Mikhajlovich
  • Balenkova Elizaveta Sergeevna
  • Nenajdenko Valentin Georgievich
RU2505529C1
METHOD OF PRODUCING 2,3-DIALKYL-N-PHENYL-1,2,3,4-TETRAHYDROQUINOLINE-4-AMINES 2018
  • Dzhemilev Usein Memetovich
  • Kutepov Boris Ivanovich
  • Grigoreva Nellya Gennadevna
  • Kostyleva Svetlana Alekseevna
  • Gataulin Artur Radikovich
  • Artemeva Anna Sergeevna
  • Narender Nama
  • Venugopal Akula
RU2697876C1

RU 2 440 341 C2

Authors

Dzhemilev Usein Memetovich

Shajbakova Marija Gennad'Evna

Makhmudijarov Gilemdar Adykhamovich

Ibragimov Askhat Gabdrakhmanovich

Khalilov Leonard Mukhibovich

Dates

2012-01-20Published

2009-12-07Filed