HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrothiopyran-4-one → 3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro-[2H-1,3-benzoxazine-2,4'-tetrahydrothiopyran]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrothiopyran-4-one | HCID 66173 | — |
| Reactant | 2-Aminomethyl-4-t-butyl-6-iodophenol | HCID 119286 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro-[2H-1,3-benzoxazine-2,4'-tetrahydrothiopyran] | HCID 12857899 | 62% |
Reaction Steps
A mixture of 2-aminomethyl-4-(1,1-dimethylethyl)-6-iodophenol (3.0 g., 0.01 mole), tetrahydrothiopyran-4-one (1.18 g., 0.01 mole), and benzene (100 ml.), is refluxed under a Dean-Stark trap for 4 hr. The solvent is evaporated, and the residue is crystallized from ethanol to obtain 3,4-dihydro-6-(1,1-dimethylethyl)-8-iodospiro-[2H-1,3-benzoxazine-2,4'-tetrahydrothiopyran], (2.5 g.), m.p. 123°-124° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04092414 |
| Source dataset | uspto-grants-1978_05 |
| ORD ID | ord-3ecb22d8e9f54b36971f396c14b4a2c7 |
| Source note | uspto-grants-1978_05 |