HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)acetamide → Ammonia
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo(a)heptalen-7-yl)acetamide | HCID 2833 | — |
| Reactant | Colchicine | HCID 6167 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | 4-Prenylphlorisovalerophenone | HCID 25200610 | — |
| Reactant | Sodium methylsulfide | HCID 86593196 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia | HCID 222 | — |
| Product | Colchicine | HCID 6167 | — |
Reaction Steps
FIG. 6 illustrates how alternative colchine derivatives were prepared. For example, thiocholcine (compound IX) was prepared by reacting colchicine with sodium methyl sulfide (Velluz). Another colchicine derivative, 10-demethoxy-10-ethoxycolchicine (compound X) can be prepared by reacting colchicine with sodium ethoxide to generate 10-demethoxy-10-ethoxycolchicine. Colchicinamide (compound XI) can be formed by reaction of colchicine with ammonia in methanol (Lettre). Colchicinamide can be further reacted with ethyliodide to generate 10-demethoxy-10-ethylaminocolchicine (compound XII) (Bishop). Alternatively, 10-demethoxy-10-ethylaminocolchicine (compound XII) can be prepared directly from colchicine by reaction with ethylamine (Lettre).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05426224 |
| Source dataset | uspto-grants-1995_06 |
| ORD ID | ord-20462acb03f44b94af918c2c8fa90cf5 |
| Source note | uspto-grants-1995_06 |