HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzyl isocyanate → [2-(4-Morpholinyl)ethylmethylamino]-1,2-benzisoxazol-6-yl phenylmethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzyl isocyanate | HCID 76639 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Isocyanate | HCID 105034 | — |
| Reactant | 3-[[2-(4-Morpholinyl)ethyl]methylamino]-1,2-benzisoxazol-6-ol | HCID 135815058 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Dichloromethane methanol | HCID 21226129 | — |
| Product | [2-(4-Morpholinyl)ethylmethylamino]-1,2-benzisoxazol-6-yl phenylmethylcarbamate | HCID 15435136 | 70.5% |
Reaction Steps
To a stirred solution of 3-[[2-(4-morpholinyl)ethyl]methylamino]-1,2-benzisoxazol-6-ol (2.3 g) and 1,8 diazabicyclo[5.4.0]undec-7-ene (0.2 g) in EtOAc (80 ml) was added phenylmethyl isocyanate (1.3 g). After 24 hours an additional equivalent of the isocyanate was added. TLC (silica gel, 10% MeOH/DCM) showed no starting material. The reaction was concentrated in vacuo. Flash chromatography (silica gel) eluting with 1% MeOH/DCM provided the product (2.4 g), m.p. 106-107° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06046203 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-99e06e2376e34a23bde7c5c90d4957c0 |
| Source note | uspto-grants-2000_04 |