HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5,10-Dihydro-5-{[(1-methyl-4-piperidinyl)amino]carbonyl}-11H-dibenzo[b,e][1,4]diazepin-11-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Amino-1-methylpiperidine | HCID 2737531 | — |
| Reactant | 5-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one | HCID 13276745 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5,10-Dihydro-5-{[(1-methyl-4-piperidinyl)amino]carbonyl}-11H-dibenzo[b,e][1,4]diazepin-11-one | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04443452 |
| Source dataset | uspto-grants-1984_04 |
| ORD ID | ord-0df0d4fec67040dd931fc7d57441ff1e |
| Source note | uspto-grants-1984_04 |