Process for the manufacture of aminomethanephosphonic acid
AssigneeZeneca Limited
InventorsKenneth R. Randles, Paul G. LeGras
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Abstract
A process for the manufacture of aminomethanephosphonic acid comprises: a) reacting a compound of formula R--CH.sub.2 --NH--CO--NH--CH.sub.2 --R' wherein R and R', which may be the same or different, represent a phosphonation leaving group with a phosphonating agent and subsequently b) hydrolysing the product of step (a) to form aminomethanephosphonic acid.
Claims11
A process for the manufacture of aminomethanephosphonic acid which comprises a) reacting a compound of formula R--CH.sub.2 --NH--CO--NH--CH.sub.2 --R' wherein R and R', which may be the same or different, represent a phosphonation leaving group with a phosphonating agent and subsequently
- b) hydrolysing the product of step (a) to form aminomethanephosphonic acid.
A process according to claim I wherein the hydrolysis reaction (b) takes place at a temperature of from 100.degree. C. to 200.degree. C., the pressure being adjusted accordingly.
A process according to claim i wherein the reaction (a) takes place in the presence of a water-miscible solvent which is separated prior to the completion of the hydrolysis stage (b) and is replaced by a water-immiscible solvent.
A process for the manufacture of aminomethanephosphonic acid which comprises
- 1) reacting a compound of formula R--CH.sub.2 --NH--CO--NH--CH.sub.2 --R' wherein R and R', which may be the same or different, represent a phosphonation leaving group with a phosphonating agent which is selected from the group consisting of phosphorous trichloride, a dialkyl chlorophosphinate of formula ClP(OR.sup.1).sub.2 wherein R.sup.1 is C.sub.1-7 alkyl, and a mixture of phosphorous trichloride and an alcohol of formula R.sup.1 OH in the presence of a water-miscible solvent to form a compound of formula (II) when the phosphonating agent is phosphorous trichloride and a compound of formula (II') when the phosphonating agent is a dialkyl chlorophosphinate or a mixture of phosphorous trichloride and the alcohol R.sup.1 OH;
- ##STR2## 2) hydrolysing the compound of formula (II) or (II') with water under mild conditions to form a compound of formula (IV):
- ##STR3## 3) separating the water-miscible solvent by distillation and replacing it by a water-immiscible solvent.
- 4) adding water and extracting the compound of formula (IV) into the aqueous phase thus formed and
- 5) hydrolysing the aqueous phase from stage (4) at a temperature of from 100.degree. C. to 200.degree. C., the pressure being adjusted accordingly thereby forming aminomethanephosphonic acid.
A process according to claim i wherein the aminomethanephosphonic acid product is further reacted without being isolated to form N-phosphonomethyglycine.
Dependencies are inferred from the claim text.