Process for the synthesis of n-substituted lactams and amides

US11618732B2 · US · B2

Patent metadata
FieldValue
Publication numberUS-11618732-B2
Application numberUS-202017115396-A
CountryUS
Kind codeB2
Filing dateDec 8, 2020
Priority dateDec 11, 2019
Publication dateApr 4, 2023
Grant dateApr 4, 2023

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  1. Title

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  2. Abstract

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  3. Assignees and inventors

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  4. Key dates

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  5. First independent claim

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  6. CPC / IPC classifications

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  7. Citations and related patents

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Abstract

Official abstract text for this publication.

A process for the synthesis of N-alkylated lactams via reductive alkylation. The process of the present disclosure may be conducted by the addition of an aldehyde to a lactam in the presence of a catalyst under a reducing atmosphere.

First claim

Opening claim text (preview).

What is claimed is: 1. A process for preparing a substituted lactam, comprising: reacting caprolactam with an alkylating agent selected from paraformaldehyde, formaldehyde, and acetaldehyde; in the presence of: a catalyst; hydrogen; and optionally, process solvents, a total content of the process solvents of less than 1500 ppm, to form water and an N-substituted lactam selected from the group consisting of N-methylcaprolactam and N-ethylcaprolactam. 2. The process of claim 1 , wherein the total content of process solvents is less than 1000 ppm. 3. The process of claim 1 , wherein the catalyst is a palladium catalyst. 4. The process of claim 1 , wherein the reacting step is carried out at a temperature from 50° C. to 200° C. 5. The process of claim 1 , wherein the reacting step is carried out in the presence of a hydrogen atmosphere at a pressure of 100 to 200 psi. 6. The process of claim 1 , wherein the N-substituted lactam is N-methylcaprolactam. 7. The process of claim 1 , wherein the N-substituted lactam is N-ethylcaprolactam. 8. The process of claim 1 , wherein the N-substituted lactam is obtained at a yield of greater than 90%.

Assignees

Inventors

Classifications

  • with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to the ring nitrogen atom · CPC title

  • attached in position 2 · CPC title

  • C07D223/04Primary

    with only hydrogen atoms, halogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms · CPC title

  • Oxygen or sulfur atoms · CPC title

  • Palladium · CPC title

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What does patent US11618732B2 cover?
A process for the synthesis of N-alkylated lactams via reductive alkylation. The process of the present disclosure may be conducted by the addition of an aldehyde to a lactam in the presence of a catalyst under a reducing atmosphere.
Who is the assignee on this patent?
Advansix Resins & Chemicals Llc, AdvanSix Resins & Chemical LLC
What technology area does this patent fall under?
Primary CPC classification C07D223/04. Mapped technology areas include Chemistry & Metallurgy.
When was this patent published?
Publication date Tue Apr 04 2023 00:00:00 GMT+0000 (Coordinated Universal Time) (B2). Legal status and post-grant events are not shown on this page.
What related patents are in patentsdb?
We list 8 related publications on this page (citations in our corpus or others sharing the same primary CPC).