Glyphosate → N-(Carboxymethyl)-N-(phosphonomethyl)glycine

HRID 2108225Notes

Reaction equation

[P:1]([CH2:5][NH:6][CH2:7][C:8]([OH:10])=[O:9])([OH:4])([OH:3])=[O:2].C(N(CP(O)(O)=O)[CH2:14][C:15]([OH:17])=[O:16])=O>>[P:1]([CH2:5][N:6]([CH2:14][C:15]([OH:17])=[O:16])[CH2:7][C:8]([OH:10])=[O:9])([OH:4])([OH:3])=[O:2]

Participants

Reactant 2

HCID 3496Glyphosate2×

HCID 13920556N-Formyl-N-phosphonomethylglycine

Product 1

HCID 80092N-(Carboxymethyl)-N-(phosphonomethyl)glycine

Procedure

The percent selectivity to N-phosphonomethylglycine was determined by dividing the moles of N-phosphonomethylglycine and N-formyl-N-phosphonomethylglycine produced by the total moles of N-phosphonomethyliminodiacetic acid consumed and multiplying by 100. The percent conversion of N-phosphonomethyliminodiacetic acid was determined by dividing the moles of N-phosphonomethyliminodiacetic acid that were reacted by the total moles of starting N-phosphonomethyldiacetic acid and multiplying by 100.

Sources & evidence

ORD record: ord-e598729dc4bc420085a6c4debce9e4c1
Source dataset: uspto-grants-1990_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04937376

Reaction notes

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