HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Benzonitrile, 3-(aminomethyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | 3-((1,3-Dioxoisoindolin-2-yl)methyl)benzonitrile | HCID 12375336 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Benzonitrile, 3-(aminomethyl)- | HCID 457594 | 80% |
Reaction Steps
A solution of the N-(3-cyanobenzyl)phthalimide (2.70 g, 10.4 mmol) and hydrazine hydrate (2.5 mL, 51 mmol) in MeOH (50 mL) was heated to reflux for 1 h. After cooling at room temperature, CH2Cl2 and aq. 1N NaOH were added. The CH2Cl2 layer was separated, washed with brine, dried over Na2SO4, concentrated in vacuo to give an oil (1.10 g), which was pure enough for the next reaction. MS 133 (M+H) and 116 (M−NH2)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612089B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-4aa18941ded04ade93a4d695cb76d9c9 |
| Source note | uspto-grants-2009_11 |