HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 16100402, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 2,2'-(2H-1,3-Benzodioxole-4,5-diyl)diacetonitrile | HCID 16100401 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 16100402 | HCID 16100402 | — |
Reaction Steps
(5-Cyanomethyl-1,3-benzodioxol-4-yl)acetonitrile (6.00 g, 30.0 mmoles) from Example 58C was reductively cyclized with Raney Nickel (1.21 g) under a hydrogen atmosphere and high pressure (1100 p.s.i.) in a 10% ammonia in ethanol solution (121 mL) at 100° C. for one hour. The mixture was cooled, and the catalyst filtered off and washed with hot ethanol. The mixture was concentrated under reduced pressure, and the residue purified by normal phase HPLC on a Biotage pre-packed silica gel column eluting with 7:3 methylene chloride:methanol to afford the title compound. MS(DCI) m/z 192 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07880001B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-79e7f843dcff4a3099fd86bf14da12c5 |
| Source note | uspto-grants-2011_02 |