HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 4-Benzyloxy-2-carbamoyl-6-methyl indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ethyl 4-(benzyloxy)-6-methyl-1H-indole-2-carboxylate | HCID 23335518 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-Benzyloxy-2-carbamoyl-6-methyl indole | HCID 23335555 | 46% |
Reaction Steps
20.0 g 4-benzyloxy-2-ethoxycarbonyl-6-methyl indole (see preparation of the primary products in connection with Example 1) are heated together with 200 ml each of methanol and liquid ammonia in the autoclave for 16 hours, to 100° C. The solution is evaporated and the residue is chromatographed on silica gel (fluxing agent: chloroform/methanol 98:2). There is obtained 8.5 g (~46% of theory) 4-benzyloxy-2-carbamoyl-6-methyl indole; m.p. 185°-187° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04229464 |
| Source dataset | uspto-grants-1980_10 |
| ORD ID | ord-bf0eb90eac3a4c789bc499fa9de57ff3 |
| Source note | uspto-grants-1980_10 |