HuagongsheHuagongshe Chemistry Print Report · For research reference only
1H-2-Benzopyran-1,4(3H)-dione → (3Z)-3-{[4-(4-chlorophenyl)cyclohexyl]methylidene}-1H-2-benzopyran-1,4(3H)-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1H-2-Benzopyran-1,4(3H)-dione | HCID 12695679 | — |
| Reactant | 4-(4-Chlorophenyl)cyclohexanecarbaldehyde | HCID 15114000 | — |
| Reactant | HCID 178516894 | HCID 178516894 | — |
| Product | (3Z)-3-{[4-(4-chlorophenyl)cyclohexyl]methylidene}-1H-2-benzopyran-1,4(3H)-dione | HCID 57382077 | — |
Reaction Steps
The present invention provides a new process for the preparation of atovaquone, which process comprises reacting 1H-2-benzopyran-1,4(3H)-dione (compound of formula (III)) with 4-(4-chlorophenyl)cyclohexanecarbaldehyde (compound of formula (IV)) to produce the novel intermediate (3Z)-3-{[4-(4-chlorophenyl)cyclohexyl]methylidene}-1H-2-benzopyran-1,4(3H)-dione (compound of formula (II)) which then undergoes internal rearrangement to produce atovaquone (compound of formula (I)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598387B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-8811b7a02d744e8aa4c8642727ff90d9 |
| Source note | uspto-grants-2013_12 |