HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylpropylenediamine → Benzonitrile, 4-[(2-amino-2-methylpropyl)amino]-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylpropylenediamine | HCID 13128 | — |
| Reactant | 4-Fluorobenzonitrile | HCID 14517 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Benzonitrile, 4-[(2-amino-2-methylpropyl)amino]- | HCID 68731979 | 88% |
Reaction Steps
4-Fluorobenzonitrile (7.0 g, 58 mmol) and 2-methylpropane-1,2-diamine (14 g, 160 mmol) were heated in a sealed vial in a microwave reactor (Biotage) at 180° C. for 25 minutes in two batches. Each batch was dissolved in methanol (50 mL) and then concentrated with silica to dryness. Flash chromatography on silica of each batch with neat acetonitrile and 2% triethylamine in acetonitrile as eluents gave 4-(2-amino-2-methylpropylamino)benzonitrile (9.58 g, 88% combined yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08466284B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-0ba2b9d3241d4aa58a9a8c4131757a29 |
| Source note | uspto-grants-2013_06 |