IP Library Granted Patent US 8,962,826
Granted Patent B2
US 8,962,826 · App. 14/141,916 · Granted Feb 24, 2015

Method for producing amide compound

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Quick Facts
Patent No.
US 8,962,826
App. No.
14/141,916
Granted
Feb 24, 2015
Kind
B2
Abstract

A method for producing a high purity, high quality amide compound, particularly a lactam. An amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol% or less based on the ketone as a starting material. One or more of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A content of impurities having a cyclic bridge structure is controlled using a cycloalkanone purified by recrystallization.

Claims (11)

1. A process for producing a lactam, comprising:

reacting a cyclic ketone and hydroxylamine to give an oxime; and

conducting Beckmann rearrangement of the oxime using a Beckmann rearrangement catalyst to give a lactam,

wherein the rearrangement catalyst is

at least one selected from the group consisting of 4-chloro-3,5-dinitrobenzonitrile, picryl chloride, 2-chloro-3,5-dinitropyridine, trichlorotriazine, thionyl chloride, phosphorous trichloride and phosphorous pentachloride; and

purifying one or more of compounds selected from the group consisting of a cyclic ketone, an oxime and a lactam by hydrogenation and/or crystallization,

wherein the lactam is caprolactam and/or laurolactam, the cyclic ketone is cyclohexanone and/or cyclododecanone, and the oxime is cyclohexanone oxime and/or cyclododecanone oxime.

2. The process for producing the lactam according to claim 1 , wherein the cyclic ketone is purified by hydrogenation.

3. The process for producing the lactam according to claim 1 , wherein the oxime is purified by crystallization.

4. The process for producing the lactam according to claim 1 , wherein the oxime is purified by hydrogenation.

5. The process according to claim 1 , wherein the lactam prepared by Beckmann rearrangement of the oxime is purified by hydrogenation.

Assignments (1)
CHANGE OF NAME Recorded Jul 14, 2023
From: UBE INDUSTRIES, LTD.
To: UBE CORPORATION
Reel/Frame 064275/0021 →