HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl isocyanate → 3-[[2-(4-Morpholinyl)ethyl]methylamino]-1,2-benzisoxazol-6-yl 1-methylethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl isocyanate | HCID 61277 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | 3-[[2-(4-Morpholinyl)ethyl]methylamino]-1,2-benzisoxazol-6-ol | HCID 135815058 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-[[2-(4-Morpholinyl)ethyl]methylamino]-1,2-benzisoxazol-6-yl 1-methylethylcarbamate | HCID 15435137 | 41.7% |
Reaction Steps
To a stirred solution of 3-[[2-(4-morpholinyl)ethyl]methylamino]-1,2-benzisoxazol-6-ol (2.2 g) and copper(I)chloride (0.1 g) in EtOAc (50 ml) was added 1-methylethylisocyanate (0.8 g). After 24 hours TLC (silica gel, 10% MeOH/DCM) showed no starting material. The reaction was filtered through neutral alumina eluting with EtOAc (3 l) and the filtrate was concentrated in vacuo. The white solid was flash chromatographed on silica gel eluting with 1% MeOH/DCM to yield 1.2 g of the product, m.p. 99°-100° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05494908 |
| Source dataset | uspto-grants-1996_02 |
| ORD ID | ord-00ff859439d144589d1930ff8f30e0a7 |
| Source note | uspto-grants-1996_02 |