HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 2-Deoxy-2-methacrylamido-D-glucose
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methacryloyl chloride | HCID 13528 | — |
| Reactant | (3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochloride | HCID 2723635 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-Deoxy-2-methacrylamido-D-glucose | HCID 22792501 | — |
Reaction Steps
Glucosamine hydrochloride ( 0.06 mol; 13.25 g), sodium carbonate (0.2 mol; 21.2 g) and sodium nitrite (0.2 g) were dissolved under nitrogen atmosphere at 0° C. in 100 ml of H2O. Methacryloyl chloride (0.12 mol; 13.0 g) was added under vigorous stirring. The reaction was carried out similar to the synthesis of 1 and gave the product as a white powder after two recrystallizations from water/ethanol/ether. Yield: 8.3-8.9 g (56-60%), p.m. (decomp.): 198°-199° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05480790 |
| Source dataset | uspto-grants-1996_01 |
| ORD ID | ord-41296acd823f4e30b817cb0f000853f6 |
| Source note | uspto-grants-1996_01 |