HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 3-[[2-(4-Morpholinyl)ethyl]amino]-1,2-benzisoxazol-6-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 6-Methoxy-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine | HCID 18796456 | — |
| Solvent | Hydrogen Bromide | HCID 260 | — |
| Product | 3-[[2-(4-Morpholinyl)ethyl]amino]-1,2-benzisoxazol-6-ol | HCID 135815059 | 36.3% |
Reaction Steps
6-Methoxy-N-[2-(4-morpholinyl)ethyl]-1,2-benzisoxazol-3-amine (2.9 g) was dissolved in 48% hydrobromic acid (50 ml) and heated to reflux under nitrogen for 3 hours. The reaction was cooled to room temperature, neutralized with saturated sodium carbonate (Na2CO3) solution, and extracted with EtOAc. The organic phase was dried over MgSO4 and concentrated in vacuo. Flash chromatography (silica gel) eluting with 3:2 acetone/heptane and subsequently titration with DCM/heptane provided the product (1.0 g), m.p. 151°-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05580982 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-9df60feab8ee4eefa4b48a40c2518e96 |
| Source note | uspto-grants-1996_12 |