HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Phenyl-4-piperidinecarboxamide → 8-methoxy-5-methyl-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e]-[1,4]diazepine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Phenyl-4-piperidinecarboxamide | HCID 590499 | — |
| Reactant | 5'-methoxy-1-methyl-2'-(N-methylanilino)isonipecotanilide | HCID 21414379 | — |
| Reactant | Phosphorus pentoxide phosphorus oxychloride | HCID 131710870 | — |
| Product | 8-methoxy-5-methyl-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e]-[1,4]diazepine | HCID 21414392 | — |
Reaction Steps
The general procedures of Examples 1 and 2 are repeated. The compound 4-methoxy-N-methyl-2-nitrodiphenylamine is prepared and reduced to the corresponding 2-amino derivative which is converted to 5'-methoxy-1-methyl-2'-(N-methylanilino)isonipecotanilide. This isonipecotanilide base is treated with phosphorus pentoxide/phosphorus oxychloride, the cyclized product is isolated and purified and 8-methoxy-5-methyl-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e]-[1,4]diazepine is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04045445 |
| Source dataset | uspto-grants-1977_08 |
| ORD ID | ord-4a5e4016d0d347c8b65ac4d11484419d |
| Source note | uspto-grants-1977_08 |