HuagongsheHuagongshe Chemistry Print Report · For research reference only
Zinc → HCID 178491864, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Zinc | HCID 23994 | — |
| Reactant | 5-(Chloromethyl)-1,2,3-trimethoxybenzene | HCID 77448 | — |
| Reactant | 2-Amino-5-iodobenzonitrile | HCID 9964803 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178491864 | HCID 178491864 | — |
Reaction Steps
3,4,5-Trimethoxybenzylzinc chloride was prepared from 3,4,5-trimethoxybenzyl chloride (867 mg, 4 mmol) and reactive metallic zinc suspension (0.76 M in THF, 6.3 mL, 4.8 mmol). The supernatant was transferred via a cannula into a solution of 9 (244 g, 1 mmol) in THF, followed by the usual workup; pale-yellow oil (127 mg, 43%): 1H NMR (CDCl3) δ 3.78 (s, 2H, CH2), 3.81 (s, 6H, 3′- and 5′-OMe), 3.82 (s, 3H, 4′-OMe), 4.28 (br s, NH2), 6.30 (s, 2H, H-2′ and H-6′), 6.69 (d, J=8.4 Hz, 1H, H-3), 7.16 (d, J=8.4 Hz, 1H, H-4), 7.19 (s, 1H, H-6).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07256197B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-91a4d3c0772642e1a0a783bb6cb7df78 |
| Source note | uspto-grants-2007_08 |