2-(diethoxyphosphorylmethylamino)acetic acid

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 60 ml. of concentrated hydrochloric acid are added to 11.25 g. (0.05 moles) of diethyl N-carboxymethyl-aminomethyl-phosphonate, and the mixture is boiled for 2 hours. The reaction mixture is concentrated to one-fourth volume under a pressure of 80 to 100 mmHg., and the residue is triturated with 60 ml. of ethanol. The solid substance is filtered when cold, dissolved in 15 to 20 ml. of hot water, the solution is decolorized, cooled, and the product is precipitated with 45 ml. of acetone. 5.3-5.7 g. (62.7-67.5%) of N-phosphonomethyl-glycine are obtained. The reaction mixture is concentrated to one-fourth volume under a pressure of 80 to 100 mmHg , and the residue is triturated with 60 ml The solid substance is filtered when cold dissolved in 15 to 20 ml cooled the product is precipitated with 45 ml

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 8.6 g. of 37% formaline (= 0.1 moles of formaldehyde) are added to a stirred solution of 4.0 g. (0.1 moles) of sodium hydroxide and 7.5 g. (0.1 moles) of glycine in 40 ml. of water. After 10 minutes of stirring at 0° to 5° C, 13.8 g. (0.1 moles) of diethyl phosphite are added, and stirring is continued for 2 hours at 90° to 100° C. The reaction mixture is cooled, acidified with hydrochloric acid, and extracted to obtain diethyl N-carboxymethyl-aminomethyl-phosphonate. The product melts at 132°-134° C with decomposition. stirring is continued for 2 hours at 90° to 100° C The reaction mixture is cooled extracted

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 8.6 g. of 37% formaline (= 0.1 moles of formaldehyde) are added to a stirred solution of 4.0 g. (0.1 moles) of sodium hydroxide and 7.5 g. (0.1 moles) of glycine in 40 ml. of water. After 10 minutes of stirring at 0° to 5° C, 13.8 g. (0.1 moles) of diethyl phosphite are added, and stirring is continued for 2 hours at 90° to 100° C. The reaction mixture is cooled, acidified with hydrochloric acid, and extracted to obtain diethyl N-carboxymethyl-aminomethyl-phosphonate. The product melts at 132°-134° C with decomposition. stirring is continued for 2 hours at 90° to 100° C The reaction mixture is cooled extracted

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Diethylphosphonomethyl glycine (6 g) was refluxed, for 16 hours, with concentrated hydrochloric acid (20 ml). The reaction mixture was cooled and the solvent was evaporated to obtain glyphosate, which was confirmed by high pressure liquid chromatograph and 31P-nuclear magnetic resonance and infrared spectra. The reaction mixture was cooled the solvent was evaporated

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 60 ml. of concentrated hydrochloric acid are added to 11.25 g. (0.05 moles) of diethyl N-carboxymethyl-aminomethyl-phosphonate, and the mixture is boiled for 2 hours. The reaction mixture is concentrated to one-fourth volume under a pressure of 80 to 100 mmHg., and the residue is triturated with 60 ml. of ethanol. The solid substance is filtered when cold, dissolved in 15 to 20 ml. of hot water, the solution is decolorized, cooled, and the product is precipitated with 45 ml. of acetone. 5.3-5.7 g. (62.7-67.5%) of N-phosphonomethyl-glycine are obtained. The reaction mixture is concentrated to one-fourth volume under a pressure of 80 to 100 mmHg , and the residue is triturated with 60 ml The solid substance is filtered when cold dissolved in 15 to 20 ml cooled the product is precipitated with 45 ml

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 8.6 g. of 37% formaline (= 0.1 moles of formaldehyde) are added to a stirred solution of 4.0 g. (0.1 moles) of sodium hydroxide and 7.5 g. (0.1 moles) of glycine in 40 ml. of water. After 10 minutes of stirring at 0° to 5° C, 13.8 g. (0.1 moles) of diethyl phosphite are added, and stirring is continued for 2 hours at 90° to 100° C. The reaction mixture is cooled, acidified with hydrochloric acid, and extracted to obtain diethyl N-carboxymethyl-aminomethyl-phosphonate. The product melts at 132°-134° C with decomposition. stirring is continued for 2 hours at 90° to 100° C The reaction mixture is cooled extracted