HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 22621808, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 4-(Dimethylamino)Benzaldehyde | HCID 7479 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 18763022 | HCID 18763022 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22621808 | HCID 22621808 | — |
Reaction Steps
5-amino-2-[2-(4-cyanophenyl)-ethyl]-1-methyl-benzimidazole (1.0 g, 3.6 mmol) which is obtainable according to Example 2 (step c) and 4-dimethylamino-benzaldehyde (0.59 g, 3.0 mmol) in 25 mL of CH2Cl2 with 0.22 mL of AcOH are combined with Na[HB(OAc)3](2.2 g, 10.3 mmol) at ambient temperature with stirring. The mixture is stirred for 1 h at ambient temperature, covered with water, carefully acidified with conc hydrochloric acidaq and then made alkaline with 4N NaOH solution. The organic phase is separated off, dried and concentrated by evaporation. The product is chromatographed over silica gel (CH2Cl2/methanol=5/1) and crystallised from ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06365584B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-16b9f6a3f5f14b0a8d3c8067407cdc8b |
| Source note | uspto-grants-2002_04 |