Sulfuric Acid → Glyphosate

HRID 1414800Notes

Reaction equation

HRID 1414800 reaction equation
S(=O)(=O)(O)O.[P:6]([CH2:10][N:11](CC(O)=O)[CH2:12][C:13]([OH:15])=[O:14])([OH:9])([OH:8])=[O:7]>>[P:6]([CH2:10][NH:11][CH2:12][C:13]([OH:15])=[O:14])([OH:9])([OH:8])=[O:7]

Participants

3

Conditions

Temperature
110 °C

Procedure

Fuming sulfuric acid (5%, 150 grams) was added to a glass reaction vessel fitted with a stirrer and thermometer. The fuming sulfuric acid was heated to 110° C. and N-phosphonomethyl-imino-diacetic acid (70 grams) was added over a 1 hour period while maintaining the temperature at 110° C. The reaction mixture was heated to 110° C. for an additional hour at which time nuclear magnetic resonance spectra analysis showed that none of the starting N-phosphonomethyl-imino-diacetic acid remained. Assay of the reaction mixture (214.0 grams, 22.35% assay) showed that a 95.3% yield of N-phosphonomethyl glycine had been obtained.

Workup

  1. customfitted with a stirrer
  2. temperatureThe reaction mixture was heated to 110° C. for an additional hour at which time nuclear magnetic resonance spectra analysis

Sources & evidence

ORD record
ord-0ca75fc60bf04df9be8e1304b925b9ca
Source dataset
uspto-grants-1977_01
Patent number
US04002672

Reaction notes

Loading…