HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetic Acid → 2-(2-Oxo-1,2-dihydropyrimidin-1-yl)acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetic Acid | HCID 300 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 178479648 | HCID 178479648 | — |
| Product | 2-(2-Oxo-1,2-dihydropyrimidin-1-yl)acetic acid | HCID 1096409 | — |
Reaction Conditions
| Temperature | 105 °C |
|---|
Reaction Steps
To 2-hydroxypyrimidine hydrochloride (1.00 g, 7.54 mmol) and chloroacetic acid (0.713 g, 7.54 mmol) was added 5 N sodium hydroxide solution (4.5 mL). The reaction mixture was heated at 105° C. for 2 h. After cooled down to ambient temperature and neutralized with 2 M hydrochloric acid (3.8 mL), the title compound was collected by crystallization and filtration as a pale yellow solid. 1H NMR (DMSO-d6): δ 13.2 (s, 1H), 8.59 (dd, J=3.9, 3.0 Hz, 1H), 8.16 (dd, J=6.4, 2.8 Hz, 1H), 6.46 (dd, J=6.4, 4.1 Hz, 1H), 4.58 (s, 2H). LC/MS 155.2 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399480B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-abf9b0dede5d4f1ea2a3616b64addf37 |
| Source note | uspto-grants-2013_03 |