2-(dimethoxyphosphorylmethylamino)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 9.85 g. (0.05 moles) of N-carboxymethyl-aminomethyl-phosphonic acid dimethyl ester, 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 oily residue is triturated with 60 ml. of methanol. 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. 5.5-5.65 g. (65-67%) of N-phosphonomethyl-glycine are obtained; m.p.: 224°-225° C (with decomposition). The reaction mixture is concentrated to one-fourth volume under a pressure of 80 to 100 mmHg , and the oily 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 at 0° to 5° C. After 10 minutes of stirring 11 g. (0.1 moles) of dimethyl 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 dimethyl N-carboxymethyl-aminomethyl-phosphonate. The hygroscopic product melts at 73°-75° with decomposition. at 0° to 5° C 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 at 0° to 5° C. After 10 minutes of stirring 11 g. (0.1 moles) of dimethyl 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 dimethyl N-carboxymethyl-aminomethyl-phosphonate. The hygroscopic product melts at 73°-75° with decomposition. at 0° to 5° C 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: 60 ml. of concentrated hydrochloric acid are added to 9.85 g. (0.05 moles) of N-carboxymethyl-aminomethyl-phosphonic acid dimethyl ester, 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 oily residue is triturated with 60 ml. of methanol. 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. 5.5-5.65 g. (65-67%) of N-phosphonomethyl-glycine are obtained; m.p.: 224°-225° C (with decomposition). The reaction mixture is concentrated to one-fourth volume under a pressure of 80 to 100 mmHg , and the oily 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 at 0° to 5° C. After 10 minutes of stirring 11 g. (0.1 moles) of dimethyl 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 dimethyl N-carboxymethyl-aminomethyl-phosphonate. The hygroscopic product melts at 73°-75° with decomposition. at 0° to 5° C stirring is continued for 2 hours at 90° to 100° C The reaction mixture is cooled extracted