Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetamide | HCID 178 | — |
| 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 | 93% |
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 (6.5 g, 0.36 mole), acetic acid (16.8 g, 0.28 mol, 0.19 g/mL of DME), DME (90 mL) and Co2 (CO)8 (4.1 g, 0.012 mole) and pressurized to 1500 psi (10,345 kPa) CO:H2 (95:5) at 25° C. This mixture was heated to 125° C. for 30 min. HPLC analysis of this stream gave a 93% yield of (XVI), 1% (XIV), and 4% (XVIII).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06153753 |
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| Source dataset | uspto-grants-2000_11 |
|---|
| ORD ID | ord-03f2b5057a2f42af9ab34ca014f5717c |
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| Source note | uspto-grants-2000_11 |
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