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    Preparation of ethylenediaminetriacetic acid
    2.
    发明授权
    Preparation of ethylenediaminetriacetic acid 失效
    乙二胺三乙酸的制备

    公开(公告)号：US5250728A

    公开(公告)日：1993-10-05

    申请号：US806567

    申请日：1991-12-12

    申请人： Brian A. Parker ,  Barry A. Cullen ,  Roger R. Gaudette

    发明人： Brian A. Parker ,  Barry A. Cullen ,  Roger R. Gaudette

    IPC分类号： C07C227/22 ,  C07C227/26 ,  C07C229/16 ,  C07C229/26 ,  C07D241/08 ,  C11D1/10 ,  C11D3/33 ,  C07C229/00

    CPC分类号： C07D241/08 ,  C07C227/26 ,  C07C229/16 ,  C11D1/10 ,  C11D3/33

    摘要： Synthesis of ethylenediaminetriacetic acid (ED3A) or its salts is disclosed. A salt of N,N'-ethylenediaminediacetic acid (ED2AH.sub.2) is condensed with formaldehyde to form a stable 5-membered ring intermediate. The addition of cyanide across this cyclic material forms ethylenediamine N,N'-diacetic acid-N'-cyanomethyl or salts thereof (mononitrile-diacid). The nitrile in aqueous solutions may be spontaneously cyclized to form 2-oxo-1,4-piperazinediacetic acid (3KP) or salts thereof, which is the desired cyclic intermediate. In the presence of excess base, salts of ED3A are formed in excellent yield and purity. Alternatively, the starting material is ED2AH.sub.a X.sub.b, where x is a base cation, e.g., an alkali or alkaline earth metal, a is 1 to 2, and b is 0 to 1 in aqueous solutions. The reaction mixture also can be acidified to ensure complete formation of carboxymethyl-2-oxopiperazine (the lactam) prior to the reaction. Formaldehyde is added, essentially resulting in the hydroxymethyl derivative. On the addition of a cyanide source, 1-cyanomethyl-4-carboxymethyl-2-ketopiperazine (mononitrile diacid) or a salt thereof is formed. Upon the addition of any suitable base or acid, this material may be hydrolyzed to 3KP. The addition of a base will open this ring structure to form the salt of ED3A.

    1-cyanomethyl-4-carboxymethyl-3-ketopiperazine, salts thereof and process for their preparation
    3.
    发明授权
    1-cyanomethyl-4-carboxymethyl-3-ketopiperazine, salts thereof and process for their preparation 失效
    1-氰基甲基-4-羧甲基-3-酮哌嗪及其盐及其制备方法

    公开(公告)号：US5191081A

    公开(公告)日：1993-03-02

    申请号：US805765

    申请日：1991-12-12

    申请人： Brian A. Parker

    发明人： Brian A. Parker

    IPC分类号： C07C227/22 ,  C07C229/16 ,  C07D241/08

    CPC分类号： C07D241/08 ,  C07C227/22

    摘要： A novel intermediate useful in the synthesis of ethylenediaminetriacetic acid (ED3A) or its salts. N,N'-ethylenediaminediacetic acid (ED2AH.sub.2) or a salt containing up to one equivalent of base cation is condensed with formaldehyde to form a stable 5-membered ring intermediate. The addition of cyanide across this cyclic material forms ethylenediamine N,N'-diacetic acid-N'-cyanomethyl or salts thereof (mononitrile-diacid), which is a useful intermediate in the production or ED3A. The nitrile in aqueous solutions may be spontaneously cyclized to form 2-oxo-1,4-piperazinediacetic acid (3KP) or salts thereof. In the presence of excess base, salts of ED3A are formed in excellent yield and purity.

    Facile synthesis of phosphonomethylglycine from phosphonomethyliminodiacetic acid
    4.
    发明授权
    Facile synthesis of phosphonomethylglycine from phosphonomethyliminodiacetic acid 失效
    从膦酰甲基亚氨基二乙酸轻松合成膦酰基甲基甘氨酸

    公开(公告)号：US06365772B1

    公开(公告)日：2002-04-02

    申请号：US08453003

    申请日：1995-05-30

    申请人： Barry A. Cullen ,  Brian A. Parker

    发明人： Barry A. Cullen ,  Brian A. Parker

    IPC分类号： C07F922

    CPC分类号： C07F9/3813

    摘要： A process for the preparation of phosphonomethylglycine in nearly quantitative yields which eliminates the use of a noble metal co-catalyst and its concomitant problems. The oxygen-containing gas is replaced with the much more chemically active hydrogen peroxide, which in combination with activated carbon, oxidizes the PMIDA to PMG in very high yield. The amount of oxidant allowed to react with PMIDA is a function of the concentration of oxygen in the gaseous reaction products, and is controlled by monitoring that concentration. In another embodiment, the oxidizing agent is an oxygen-containing gas. In either case, the concentration of oxygen in the gaseous reaction product is monitored to determine the end point of the reaction.

    摘要翻译： 以几乎定量的产率制备膦酰基甲基甘氨酸的方法，其消除了贵金属助催化剂的使用及其伴随的问题。 含氧气体被更多的化学活性过氧化氢代替，其与活性炭结合，以非常高的产率将PMIDA氧化成PMG。 允许与PMIDA反应的氧化剂的量是气态反应产物中的氧浓度的函数，并且通过监测该浓度来控制。 在另一个实施方案中，氧化剂是含氧气体。 在任一情况下，监测气态反应产物中的氧浓度以确定反应的终点。

    N,N'-diacetic acid-N'-cyanomethyl, salts thereof, and their preparation
    7.
    发明授权
    N,N'-diacetic acid-N'-cyanomethyl, salts thereof, and their preparation 失效
    N，N'-二乙酸-N'-氰基甲酯及其盐及其制备方法

    公开(公告)号：US5177243A

    公开(公告)日：1993-01-05

    申请号：US806032

    申请日：1991-12-21

    申请人： Brian A. Parker

    发明人： Brian A. Parker

    IPC分类号： C07C253/06 ,  C07C253/08 ,  C07C255/24 ,  C07C255/25 ,  C07C255/30 ,  C11D3/33

    CPC分类号： C11D3/33 ,  C07C255/25

    摘要： A novel intermediate useful in the synthesis of ethylenediaminetriacetic acid (ED3A) or its salts. A salt of N,N'-ethylenediaminediacetic acid (ED2AH.sub.2) is condensed with formaldehyde to form a stable 5-membered ring intermediate. The addition of cyanide across this cyclic material forms ethylenediamine N,N'-diacetic acid-N'-cyanomethyl or salts thereof (mononitrile-diacid), which is useful intermediate in the production of ED3A. The nitrile in aqueous solutions may be spontaneously cyclized to form 2-oxo-1,4-piperazindeiacetic acid (3KP) or salts thereof. In the presence of excess base, salts of ED3A are formed in excellent yield and purity.