PREPARATION METHOD FOR THE SYNTHESIS OF S-NICOTINE FROM GLUTARATE Russian patent published in 2022 - IPC C07D401/04 A24B15/10 

Abstract RU 2781545 C1

FIELD: smoking accessories.

SUBSTANCE: invention relates to a method for preparing S-nicotine from glutarate, including: the reaction of nicotinate with glutarate in the presence of a main catalyst to produce 5-carbonyl-5-(pyridine-3-yl) pentanoic acid, the reaction with an aminating reagent to produce 5-oxo-5-(pyridine-3-yl)pentanamide, implementation of Hoffmann rearrangement to obtain 4-amino-1-(pyridine-3-yl)butanone, reduction of the carbonyl group of 4-amino-1-(pyridine-3-yl)butanone using (+)-B-diiso-pinocamphail-chlor-borane to obtain (S)-4-amino-1-(pyridine-3-yl)butane-1-ol, the implementation of chlorination and cyclization to obtain S-demethylnicotine and, finally, the implementation of methylation of amine to obtain S-nicotine.

EFFECT: new method for producing S-nicotine has been developed, which has the advantages of a simple operation, easily accessible raw materials, high yield, high enantiomeric purity, milder reaction conditions, simple processing methods during the reaction, etc. and is more suitable for industrial production.

10 cl, 7 tbl

Similar patents RU2781545C1

Title Year Author Number
METHOD FOR OBTAINING S-NICOTINE 2021
  • Zou, Jun
  • Zou, Yang
  • Liu, Meisen
  • Luo, Weixian
RU2778789C1
METHOD FOR OBTAINING CHIRAL SYNTHETIC NICOTINE 2021
  • Zou, Jun
  • Zou, Yang
  • Liu, Meisen
  • Luo, Weixian
RU2780283C1
METHOD FOR PREPARATION FOR THE SYNTHESIS OF CHIRAL NICOTINE FROM CHIRAL TERT-BUTANESULFONAMIDE 2021
  • Zou, Jun
  • Zou, Yang
  • Liu, Meisen
  • Luo, Weixian
RU2781546C1
METHOD FOR OBTAINING RACEMIC NICOTINE 2021
  • Tszou, Tszin
  • Tszou, Yan
  • Lyu, Mejsen
  • Luo, Vejsyan
RU2782318C1
METHOD FOR PREPARING SUBSTITUTED IMIDAZOPYRIDINE 2001
  • Ehl'Man B'Ern
  • Ehrbak Sil'Ke
  • Timermann Ehrik
RU2275372C2
IMPROVED APELIN RECEPTOR AGONISTS (APJ) AND THEIR USE 2016
  • Runajon, Skot, P.
  • Mejtra, Rengan
  • Narajanan, Sandzhu
  • Tomas, Dzhejms, Barnuell
  • Reder, Kennet, S.
  • Olepu, Srinivas
RU2766148C1
1-PHENYL-2-HETEROARYLSUBSTITUTED DERIVATIVES OF BENZIMIDAZOL, THEIR APPLICATION FOR PRODUCTION OF MEDICINAL PRODUCTS, AND PHARMACEUTICALS CONTAINING THESE DERIVATIVES 2003
  • Blume Torsten
  • Khal'Fbrodt Vol'Fgang
  • Kunke Joakhim
  • Menning Ursula
  • Ehl'Ger Bernd
  • Shnajder Gerbert
RU2325384C2
DERIVATIVE OF PYRIMIDINE AND A FIVE-MEMBERED NITROGEN-CONTAINING HETEROCYCLE, METHOD FOR PRODUCTION AND MEDICAL APPLICATIONS THEREOF 2019
  • Zou Hao
  • Li Zhengtao
  • Wang Yuanhao
  • Yu Jian
  • Zhu Wei
RU2775229C1
METHOD OF PRODUCING INTERMEDIATE COMPOUND FOR PRODUCING AVIBACTAM 2018
  • Qi, Yuxin
  • Li, Xinfa
  • Wang, Baolin
  • Xu, Xin
  • Zhao, Yinlong
  • Teng, Yuqi
RU2722932C1
COMBINATION OF HIV-PROTEASE INHIBITOR WITH OTHER ANTIVIRAL COMPOUNDS, PHARMACEUTICAL COMPOSITION BASED ON SAID AND METHOD OF PHARMACEUTICAL COMPOSITION PREPARING 1994
  • Dzhozef P.Vakka
  • Dzhejms P.Gar
  • Brjus D.Dorsi
  • M.Katarin Khollouehj
  • Rehndall V.Khangejt
RU2139052C1

RU 2 781 545 C1

Authors

Zou, Jun

Zou, Yang

Liu, Meisen

Luo, Weixian

Dates

2022-10-13Published

2021-08-16Filed