HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 4,9-Dihydro-3-methyl-4-[6-[4-(2-phenyl-ethyl)-1-piperazinyl]-hex-4-ynyl]-10H-thieno[3,4-b][1,5]benzodiazepin-10-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | 1-Phenethylpiperazine | HCID 79214 | — |
| Reactant | 4,9-Dihydro-3-methyl-4-(prop-2-ynyl)-10H-thieno[3,4-b][1,5]benzodiazepin-10-one | HCID 20062492 | — |
| Reactant | Cyclohexane ethyl acetate methanol | HCID 22064753 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Product | 4,9-Dihydro-3-methyl-4-[6-[4-(2-phenyl-ethyl)-1-piperazinyl]-hex-4-ynyl]-10H-thieno[3,4-b][1,5]benzodiazepin-10-one | HCID 20062543 | 17% |
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-(2-phenylethyl)piperazine in the presence of catalytic quantities of copper(I)chloride in a yield of 17% of theory. The colourless monohydrochloride melted at 223°-225° C. with decomposition; RF 0.8 (Merck, ready-made TLC plates, silica gel 60 F-254; eluant: ethyl acetate/methanol/cyclohexane/conc. ammonia 8/1/1/0.1 v/v/v/v).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05006522 |
| Source dataset | uspto-grants-1991_04 |
| ORD ID | ord-7057080836774012b62225215464dbb9 |
| Source note | uspto-grants-1991_04 |