Preparation of N-phosphonomethylglycine

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260471A, 260473R, 260518R, 260521R, 2605708R, 2605709, 260612D, 260646, 260650R, C07F 938

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039563707

ABSTRACT:
A process of preparing the herbicide N-phosphonomethylglycine which comprises reacting an N-substituted glycine derivative of the formula: ##EQU1## wherein R.sup.1 is a hydrogen atom or an esterifying group, Ar is an aryl radical, and R.sup.2 and R.sup.3 each stand for a hydrogen atom or an aryl radical, with formaldehyde and phosphorous acid in an acidic aqueous medium to give an N-substituted N-phosphonomethylglycine derivative of the formula: ##EQU2## and thereafter reacting the said N-substituted N-phosphonomethylglycine with hydrobromic or hydriodic acid to remove the N-substituent, and recovering N-phosphonomethylglycine.

REFERENCES:
patent: 3160632 (1964-12-01), Toy et al.
patent: 3288846 (1966-11-01), Irani et al.
patent: 3799758 (1974-03-01), Franz
Kosolspoff, "Organophosphorus Compounds" 1950, pp. 143, 148.
Vogel, "Practical Organic Chemistry", 3rd. Ed., 1957, pp. 122 to 133.
Van Wazer, "Phosphorus and its Compounds", Vol. 1 (1950), p. 379.

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