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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859252Generated: November 2, 2026

Acetic Acid → N-acetyliminodiacetic acid

https://huagongshe.com/reaction/1859252

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantFormaldehydeHCID 712—
ReactantWaterHCID 962—
ReactantIminodiacetic acidHCID 8897—
ReactantAcetylglycineHCID 10972—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductN-acetyliminodiacetic acidHCID 1013019087%

Reaction Conditions

Temperature110 °C

Reaction Steps

A 300 mL autoclave was charged with N-acetylglycine (XVIII)(23.4 g, 0.20 mole), 95% paraformaldehyde (6.8 g, 0.22 mole), water (6.5 g, 0.36 mole), acetic acid (16.8 g, 0 28 mole), DME (90 mL), and Co2 (CO)8 (2.01 g, 0.006 mole) and pressurized to 1500 psi (10,345 kPa) CO:H2 (95:5) at 25° C. This mixture was heated to 110° C. for 30 min. HPLC analysis of this stream gave an 87% yield of (XVI), 1.0% (XIV), and 10% unreacted (XVIII).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06153753
Source datasetuspto-grants-2000_11
ORD IDord-0f497cb98fdb4c079d191efcdef0a202
Source noteuspto-grants-2000_11