Acetylglycine → Formaldehyde

HRID 1386848Notes

Reaction equation

[C:1]([NH:4][CH2:5][C:6]([OH:8])=[O:7])(=[O:3])C.[P:9]([OH:12])([OH:11])[OH:10].P(Cl)(Cl)Cl>>[CH2:1]=[O:3].[P:9]([CH2:1][NH:4][CH2:5][C:6]([OH:8])=[O:7])([OH:12])([OH:11])=[O:10]

Participants

Reactant 3

HCID 10972Acetylglycine

HCID 24387Phosphorus trichloride

HCID 107909Phosphorous acid

Product 2

HCID 712Formaldehyde

HCID 3496Glyphosate

Procedure

In a further embodiment of the present invention, an N-acylglycine is phosphonomethylated to form N-(phosphonomethyl)glycine (I). For example, the reaction of N-acetylglycine (XVIII), phosphorous acid or phosphorous trichloride, and a source of formaldehyde produces N-(phosphonomethyl)glycine (I) (See Reaction Scheme 9).

Sources & evidence

ORD record: ord-11c4adba1ea9423dafa566e88b52ca8a
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06265605B1

Reaction notes

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