Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Dihydroxyacetone | HCID 670 | — |
| Reactant | Iminoethyl methoxyacetate hydrochloride | HCID 57478929 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178494684 | HCID 178494684 | — |
Reaction Steps
A mixture of 30.6 g (0.20 mol) of iminoethyl methoxyacetate-hydrochloride, 18 g (0.20 mol) of 1.3-dihydroxyacetone and 200 ml of liquid ammonia was heated to 68° C. for 3 hours in a stirred autoclave at a pressure of 27 bar (analogously to: P. Dziuron et al. Arch. Pharm. 307, 1974, p.470). Then the ammonia was eliminated and 200 ml of methylene chloride were added. The white precipitate formed was filtered off and washed with methylene chloride. The filtrate was evaporated down and the residue obtained was purified by chromatography (aluminium oxide; methylene chloride/ethanol=90:10 to 85:15). Yield: 26.7 g (94% of theory), Rf value: 0.43 (silica gel; methylene chloride/ethanol=9:1) C6H10N2O2 (142.20) Mass spectrum: (M)+ =142
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06087380 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-ad4dc04c0b564452a093e5cd5f840121 |
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| Source note | uspto-grants-2000_07 |
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