Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Iminodiacetic acid | HCID 8897 | — |
| Reactant | Acetylglycine | HCID 10972 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | N-acetyliminodiacetic acid | HCID 10130190 | 87% |
Reaction Steps
A 300 mL autoclave was charged with acetamide (VII) (11.8 g, 0.2 mole), 95% paraformaldehyde (13.6 g, 0.43 mole), water (12.9 g, 0.72 mole), 37% HCl (1.8 g, 0.018 mole), DME (90 mL), and Co2(CO)8 (4.1 g, 0.012 mole) and pressurized to 1500 psi (10,345 kPa) CO at 25° C. This mixture was heated to 110° C. for 30 minutes. HPLC analysis of this stream gave an 87% yield of (XVI), 0.5% iminodiacetic acid (XIV), and 4.0% N-acetylglycine (XVIII).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06265605B1 |
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| Source dataset | uspto-grants-2001_07 |
|---|
| ORD ID | ord-c9073c61aeae4f8ba1c24cf8501c2fab |
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| Source note | uspto-grants-2001_07 |
|---|
