HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formaldehyde → 4,9-Dihydro-3-methyl-4-[6-[4-(phenylmethyl)-1-piperazinyl]-hex-4-ynyl]-10H-thieno[3,4-b][1,5]benzodiazepin-10-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 1-Benzylpiperazine | HCID 75994 | — |
| Reactant | 4,9-Dihydro-3-methyl-4-(prop-2-ynyl)-10H-thieno[3,4-b][1,5]benzodiazepin-10-one | HCID 20062492 | — |
| Reactant | Acetonitrile diisopropyl ether | HCID 22714958 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Product | 4,9-Dihydro-3-methyl-4-[6-[4-(phenylmethyl)-1-piperazinyl]-hex-4-ynyl]-10H-thieno[3,4-b][1,5]benzodiazepin-10-one | HCID 20062534 | 12% |
Reaction Steps
Prepared analogously to Example lb) from 4,9-dihydro-3-methyl-4-(prop-2-ynyl)-10H-thieno[3,4-b][1,5]benzodiazepin-10-one, paraformaldehyde and N-(phenylmethyl)piperazine in the presence of copper(I)chloride in a yield of 12% of theory. RF 0.5 (Merck, readymade TLC plates, silica gel 60F-254; eluant: dichloromethane/ethanol 9/1 v/v).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05006522 |
| Source dataset | uspto-grants-1991_04 |
| ORD ID | ord-cfff08fbf1b74b639f2c477791b62f99 |
| Source note | uspto-grants-1991_04 |