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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325880Generated: October 29, 2026

Sodium Carbonate → 5,10-Dihydro-5-{[(1-methyl-4-piperidinyl)amino]carbonyl}-11H-dibenzo[b,e][1,4]diazepin-11-one

https://huagongshe.com/reaction/325880

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-Amino-1-methylpiperidineHCID 2737531—
Reactant5-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-oneHCID 13276745—
SolventAcetonitrileHCID 6342—
Product5,10-Dihydro-5-{[(1-methyl-4-piperidinyl)amino]carbonyl}-11H-dibenzo[b,e][1,4]diazepin-11-oneHCID 10315876—

Reaction Steps

Amounts of 3.2 gm (0.012 mol) of 5-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one and 2.1 gm (0.02 mol) of sodium carbonate were refluxed in 100 ml of acetonitrile together with 2.3 ml (0.02 mol) of 4-amino-1-methyl-piperidine for 15 minutes under stirring. The mixture was filtered while hot, and the filtrate was purified over a silica gel column [eluant: acetonitrile; followed by methylene chloride/ethyl acetate/cyclohexane/methanol/ammonia (175:75:23:23:3)]. The desired fraction was concentrated by evaporation in vacuo, and the residue was recrystallized from 50% aqueous acetonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04443452
Source datasetuspto-grants-1984_04
ORD IDord-0df0d4fec67040dd931fc7d57441ff1e
Source noteuspto-grants-1984_04