Method of preparing n-phosphonomethylglycine

C - Chemistry – Metallurgy – 07 – F

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C07F 9/38 (2006.01)

Patent

CA 2261723

To prepare N-phosphonomethylglycine, (a) react aminomethylphosphonic acid or one of its salts in water, optionally adding alkaline lyes with an alkali carbonate and/or alkali hydrogen carbonate or with carbon dioxide and an alkaline lye, (b) hydroxymethylate the resulting alkali salt of the N-phosphonomethylcarbamic acid with formaldehyde, (c) react the resulting salts of the N-hydromethyl-N- phosphonomethylcarbamic acid, optionally adding an alkaline lye, with hydrocyanic acid and/or a cyanide, and (d) adding acids, convert the resulting salts of the N-carboxy-N-phosphonomethylformaldehyde cyanhydrine into N-phosphonomethylglycine through hydrolysis and decarboxylation. This method gives excellent yields and a high degree of purity of N-phosphonomethylglycine.

Pour préparer de la N-phosphonométhylglycine, on fait réagir (a) de l'acide aminométhylphosphonique ou bien l'un de ses sels dans de l'eau, en y ajoutant éventuellement des lessives alcalines, avec un carbonate alcalin et/ou un carbonate d'hydrogène alcalin ou avec un dioxyde de carbone et une lessive alcaline, (b) on hydroxyméthyle le sel alcalin résultant de l'acide N-phosphonométhylcarbamique avec du formaldéhyde, (c) on fait réagir les sels résultant de l'acide N-hydroxyméthyl-N-phosphonométhylcarbamique, en y ajoutant éventuellement une lessive alcaline, avec de l'acide cyanhydrique et/ou un cyanure, et (d) en ajoutant des acides, on transforme les sels résultant de l'acide N-carboxy-N-phosphonométhylformaldéhyde cyanhydrique en N-phosphonométhylglycine par hydrolyse et décarboxylation. Ce procédé donne d'excellents rendements et un haut degré de pureté de la N-phosphonométhylglycine.

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