HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Benzyl-1-(2-(2-oxobenzimidazol-5-oxy)ethyl)-1,2,5,6-tetrahydropyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Benzyl-1,2,5,6-tetrahydropyridine | HCID 13632721 | — |
| Reactant | 2-(4-Amino-3-nitrophenoxy)ethyl bromide | HCID 15485444 | — |
| Product | 4-Benzyl-1-(2-(2-oxobenzimidazol-5-oxy)ethyl)-1,2,5,6-tetrahydropyridine | HCID 23294220 | — |
Reaction Steps
The title compound was prepared from (4-amino-3-nitrophenoxy)ethyl bromide (1.31 g, 5.0 mmol), 4-benzyl-1,2,5,6-tetrahydropyridine (870 mg, 5.02 mmol), K2CO3 (700 g) and KI (80 mg) in three steps as a slightly grey powder, mp. 202-3° C. 1H NMR (DMSO-d6): 1.952 (bs, 2H), 2.50-2.56 (m, 4H), 2.686 (t, 2H, J=6), 2.973 (bs, 2H), 3.241 (s, 2H), 3.988 (t, 2H, J=6), 5.381 (s, 1H), 6.48-6.50 (m, 2H), 6.768 (d, 1H, J=9), 7.14-7.30 (m, 5H). The hydrochloride, mp. 256-7° C. Analysis, Calcd. for (C21H24ClN3O2 +0.2 HCl): C 64.44, H 6.12, N 10.61; Found: C 64.15, H 6.20, N 10.68.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06124323 |
| Source dataset | uspto-grants-2000_09 |
| ORD ID | ord-e3d782120f024046a90d6f611a36427e |
| Source note | uspto-grants-2000_09 |