HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → N-methyl-N-(phosphonomethyl)glycine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phosphonic acid | HCID 407 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sarcosine | HCID 1088 | — |
| Reactant | Phosphorus trichloride | HCID 24387 | — |
| Reactant | N-Acetyl-N-methylglycine | HCID 10975514 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-methyl-N-(phosphonomethyl)glycine | HCID 541499 | — |
Reaction Steps
As depicted, one equivalent of N-methylacetamide IX is reacted with one equivalent each of carbon monoxide and formaldehyde in the presence of a carboxymethylation catalyst precursor and solvent to yield N-acetylsarcosine XX. In the presence of water and an acid such as hydrochloric acid, N-acetylsarcosine XX is hydrolyzed to sarcosine XXIII and acetic acid. Sarcosine XXIII is reacted with formaldehyde and H3PO3, PCl3 or other H3PO3 source to produce N-(phosphonomethyl)-N-methyl-glycine XXI which is oxidized in the presence of a platinum catalyst and oxygen to glyphosate I.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06759549B2 |
| Source dataset | uspto-grants-2004_07 |
| ORD ID | ord-5d99f3f950ee48a08217d9115d54d7b6 |
| Source note | uspto-grants-2004_07 |