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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853761Generated: October 31, 2026

Zinc → HCID 178491864, compound

https://huagongshe.com/reaction/853761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantZincHCID 23994—
Reactant5-(Chloromethyl)-1,2,3-trimethoxybenzeneHCID 77448—
Reactant2-Amino-5-iodobenzonitrileHCID 9964803—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178491864HCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07256197B2
Source datasetuspto-grants-2007_08
ORD IDord-91a4d3c0772642e1a0a783bb6cb7df78
Source noteuspto-grants-2007_08