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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1883251Generated: November 1, 2026

Acetic Acid → N-acetyliminodiacetic acid

https://huagongshe.com/reaction/1883251

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 numberUS06759549B2
Source datasetuspto-grants-2004_07
ORD IDord-674f85b2bc7d47b5bddf566265f913c2
Source noteuspto-grants-2004_07