N-isopropyl N-(phosphonomethyl)glycine | 104608-53-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-isopropyl N-(phosphonomethyl)glycine
• 英文别名: Glycine, N-(1-methylethyl)-N-(phosphonomethyl)-；2-[phosphonomethyl(propan-2-yl)amino]acetic acid
• CAS: 104608-53-9
• 化学式: C₆H₁₄NO₅P
• 分子量: 211.155
• InChiKey: OLFRUXKSHGFZIN-UHFFFAOYSA-N

物化性质

• 沸点：
  420.8±55.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -3.4
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  98.1
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,4-di-isopropylpiperazine-2,5-dione 、 聚合甲醛 以70%的产率得到
  参考文献：
  名称：

  MILLER, WILLIAM H.;REITZ, DAVID B.;PULWER, MITCHELL J.

  摘要：

  DOI：

文献信息

• Thermal dealkylation of N-alkyl N-phosphonomethylglycine
  申请人：Monsanto Company

  公开号：US05068404A1

  公开（公告）日：1991-11-26

  There is disclosed a process for producing the alkali metal salts of N-phosphonomethylglycine which comprises heating to an elevated temperature an aqueous solution of a di- or tri-alkali metal salt of N-alkyl-N-phosphonomethylglycine. The N-alkyl substituent contains at least one hydrogen on the beta carbon atom.

  揭示了一种生产N-磷酰甲基甘氨酸的碱金属盐的过程，包括将N-烷基-N-磷酰甲基甘氨酸的二元或三元碱金属盐的水溶液加热至高温。N-烷基取代基在β碳原子上至少含有一个氢原子。
• Preparation of N-acyl amino carboxylic acids, amino carboxylic acids and their derivatives by metal-catalyzed carboxymethylation in the presence of a promoter
  申请人：——

  公开号：US20020058834A1

  公开（公告）日：2002-05-16

  A process for the preparation of amino carboxylic acids, N-acyl amino carboxylic acids, or derivatives thereof by carboxymethylation of an amide, amide precursor or amide source compound in the presence of a carboxymethylation catalyst precursor and a promoter is provided. A carboxymethylation reaction mixture is formed by introducing a promoter, an amide, amide precursor or amide source compound, carbon monoxide, hydrogen, an aldehyde or aldehyde source compound, and a carboxymethylation catalyst precursor into a carboxymethylation reaction zone. In a preferred embodiment, the promoter is a supported noble metal promoter. In another preferred embodiment, the amide compound and aldehyde are selected to yield an N-acyl amino carboxylic acid which is readily converted to N-phosphonomethyl)glycine, or a salt or ester thereof.

  提供了一种通过在存在羧甲基化催化剂前体和促进剂的情况下，通过羧甲基化酰胺、酰胺前体或酰胺源化合物的羧甲基化制备氨基羧酸、N-酰基氨基羧酸或其衍生物的方法。通过将促进剂、酰胺、酰胺前体或酰胺源化合物、一氧化碳、氢气、醛或醛源化合物以及羧甲基化催化剂前体引入羧甲基化反应区域形成羧甲基化反应混合物。在一种首选实施例中，促进剂是支持的贵金属促进剂。在另一种首选实施例中，所选的酰胺化合物和醛可产生一种易于转化为N-磷酸甲基)甘氨酸或其盐或酯的N-酰基氨基羧酸。
• Process for the preparation of N-phosphonomethylglycine and derivatives thereof
  申请人：Coleman P. James

  公开号：US20050054871A1

  公开（公告）日：2005-03-10

  N-phosphonomethylamines are produced by reaction of an amine substrate with a halomethylphosphonic acid or salt thereof, a hydroxymethylphosphonic acid or salt thereof, or a dehydrated self-ester dimer, trimer or oligomer of hydroxymethylphosphonic acid. Among the products that may be prepared according to the process are N-phosphonomethylaminocarboxylic acids such as (e.g.) glyphosate, N-phosphonomethylaminoalkanols such as (e.g.) hydroxyethlaminomethylphosphonic acid, and N-acylaminomethylphosphonic acids such as (e.g.) N-carbamylaminomethylphosphonic acid. Certain reactions are conducted with a substantial excess of amine reactant in order to drive the conversion while avoiding excessive formation of bis(N-phosphonomethyl)amine by-products. Other reactions use a secondary amine substrate (such as iminodiacetic acid) and can be conducted at substantial equimolar ratios of halomethylaminomethylphosphonic acid or hydroxyaminomethylphosphonic acid to secondary amine reactant without significant formation of bis(phosphonomethyl)amine by-products. Further disclosed is a process for the preparation of hydroxymethylphosphonic acid self-ester dimers, trimers and oligomers by azeotropic dehydration.

  N-磷酸甲基胺是通过胺底物与卤甲基膦酸或其盐、羟甲基膦酸或其盐，或羟甲基膦酸的脱水自酯二聚体、三聚体或寡聚体反应而制备的。根据该过程可制备的产品包括N-磷酸甲基氨基羧酸，如草甘膦，N-磷酸甲基氨基烷醇，如羟乙氨基甲基膦酸，以及N-酰氨基甲基膦酸，如N-氨基甲基膦酸。为了推动转化并避免过多形成双(N-磷酸甲基)胺副产物，某些反应中使用大量过量的胺试剂。其他反应使用二次胺底物（如亚胺二乙酸）并可在相当量的卤甲基氨甲膦酸或羟氨甲膦酸与二次胺试剂的摩尔比下进行，而不会显著形成双(磷酸甲基)胺副产物。还公开了通过共沸脱水制备羟甲基膦酸自酯二聚体、三聚体和寡聚体的方法。
• Method of preparing amino carboxylic acids
  申请人：——

  公开号：US20020002281A1

  公开（公告）日：2002-01-03

  Novel compounds, N,N′-bis(phosphonomethyl)-N,N′-bis(hydroxycarbonylmethyl)urea and N,N,N′,N′-tetrakis(hydroxycarbonylmethyl)urea, suitable for use in preparing N-acyl aminocarboxylic acids that can be readily converted to N-(phosphonomethyl)glycine are provided. The compounds may be formed by the reaction of bis-(phosophonomethyl)urea or urea respectively with carbon monoxide and formaldehyde in the presence of a carboxymethylation catalyst precursor and solvent.

  提供了一种新型化合物，即N,N'-双(膦甲基)-N,N'-双(羟基甲酰甲基)脲和N,N,N',N'-四(羟基甲酰甲基)脲，适用于制备可轻松转化为N-(膦甲基)甘氨酸的N-酰基氨基羧酸。这些化合物可以通过在羧甲基化催化剂前体和溶剂存在下，将双(膦甲基)脲或脲分别与一氧化碳和甲醛反应而形成。
• Oxidation/dealkylation process
  申请人：Monsanto Company

  公开号：US04965403A1

  公开（公告）日：1990-10-23

  There is disclosed a process for producing the alkali metal salts of N-phosphonomethylglycine which comprises heating to an elevated temperature a di-alkali metal salt of N-alkyl-N-(2-hydroxyethyl)aminomethylphosphonic acid.

  公开了一种制备N-磷酸甲基甘氨酸的碱金属盐的方法，包括将N-烷基-N-(2-羟乙基)氨甲基膦酸的双碱金属盐加热到高温。