HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → N2-Mesityl-1-methyl-N7,N7-dipropyl-1H-benzimidazole-2,7-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Propanal | HCID 527 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | N2-Mesityl-1-methyl-1H-benzimidazole-2,7-diamine | HCID 86049130 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | N2-Mesityl-1-methyl-N7,N7-dipropyl-1H-benzimidazole-2,7-diamine | HCID 11210737 | 70% |
Reaction Steps
To a solution containing 0.05 g (0.18 mmol) of N2-mesityl-1-methyl-1H-benzimidazole-2,7-diamine in methanol (5 ml) was added 0.03 ml (0.54 mmol) of propionaldehyde, 0.03 g (0.54 mmol) of NaBH3CN and 0.1 ml of acetic acid. The mixture was stirred overnight then diluted with ethyl acetate and washed with water. The organic phase was dried over magnesium sulfate. Filtration, removal of solvent and purification of the residue via Biotage chromatography eluting with 5% methanol/dichloromethane gave 0.04 g (70%) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07714009B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-42bcf7ca17e5409bb08b00eaea192bcf |
| Source note | uspto-grants-2010_05 |