57928-05-9Relevant academic research and scientific papers
Method for Preparting Alkylamines
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Paragraph 0203-0208, (2019/04/05)
The present invention relates to a method for preparing alkylamines using carbon monoxide and the use of this method in the manufacturing of vitamins, pharmaceutical products, adhesives, acrylic fibres and synthetic leathers, pesticides, surfactants, detergents and fertilisers. It also relates to a method for manufacturing vitamins, pharmaceutical products, adhesives, acrylic fibres, synthetic leathers, pesticides, surfactants, detergents and fertilisers, comprising a step of preparing alkylamines by the method according to the invention. The present invention further relates to a method for preparing marked alkylamines and uses thereof.
Efficient synthesis of N-alkyl tetrahydroisoquinolines by reductive amination
Kumpaty, Hephzibah J.,Bhattacharyya, Sukanta
, p. 2205 - 2209 (2007/10/03)
An expedient access to diverse N-alkyl 1,2,3,4-tetrahydroisoquinolines is reported by reductive amination of aldehydes and ketones with tetrahydroisoquinoline (THIQ) in the presence of Ti(Oi-Pr)4 and NaBH4. The N-alkyl THIQ products
Conveniant Method for Replacement of Tertiary N-Methyl by Other Alkyl Groups: Application to Morphine Alkaloids
Manoharan, T. Samuel,Madyastha, K. Madhava,Singh, B. B.,Bhatnagar, S. P.,Weiss, Ulrich
, p. 5 - 11 (2007/10/02)
The replacement of N-methyl of N-methylpiperidine (1), 4-methylmorpholine (4), 2-methyl-1,2,3,4-tetrahydroisoquinoline (7) and tropine (10) by n-propyl, n-butyl and isopropyl groups (3a-3c, 6c, 9a-9c and 12a-12c) has been achieved in high yields by quaternization of the respective tertiary amine with appropriate alkyl halide and demethylation of the resulting quaternary salt with thiophenoxide.It has been established that demethylation is strongly favoured over the removal of n-propyl and n-butyl groups, whereas deisopropylation occurs to some extent.Surprisingly, in the case of 11c, deisopropylation predominates.This method has been applied to morphine (13b), codeine (13d) and thebaine (14b) for similar replacements.The rapid quaternization of thebaine (14b) has been assigned to the absence of H-14 in this alkaloid.The fact that quaternary salts of thebaine, which are susceptible to aromatization of the nucleus by extrusion of the ethanamine chain, are smoothly demethylated to N-alkylnorthebaines (18a-18c) in good yields indicates that demethylation, a bimolecular nucleophilic displacement, competes very successfully with elimination reaction.
ON HYDROBORATION OF 2-ALLYL-1,2,3,4-TETRAHYDROISOQUINOLINE
Ferles, Miloslav,Kafka, Stanislav
, p. 1068 - 1073 (2007/10/02)
Heating of 2-allyl-1,2,3,4-tetrahydroisoquinoline (I) with triethylamine-borane afforded 7,8-benzo-5-aza-1-boraspirodecane (II) which was hydrolyzed with hydrochloric acid to 3-(1,2,3,4-tetrahydro-2-isoquinolyl)propylboronic acid hydrochloride (III).Ethanolysis of II led to the diethyl ester IV.Compounds II and III were oxidized to give 3-(1,2,3,4-tetrahydro-2-isoquinolyl)-1-propanol (V).
