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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442387Generated: October 25, 2026

N-Phenyl-4-piperidinecarboxamide → 8-methoxy-5-methyl-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e]-[1,4]diazepine

https://huagongshe.com/reaction/442387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Phenyl-4-piperidinecarboxamideHCID 590499—
Reactant5'-methoxy-1-methyl-2'-(N-methylanilino)isonipecotanilideHCID 21414379—
ReactantPhosphorus pentoxide phosphorus oxychlorideHCID 131710870—
Product8-methoxy-5-methyl-11-(1-methyl-4-piperidyl)-5H-dibenzo[b,e]-[1,4]diazepineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04045445
Source datasetuspto-grants-1977_08
ORD IDord-4a5e4016d0d347c8b65ac4d11484419d
Source noteuspto-grants-1977_08