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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453070Generated: October 31, 2026

Triacetoxyperiodinane → 1H-Benzimidazole-2-carboxaldehyde,5-chloro-1-methyl-(9CI)

https://huagongshe.com/reaction/1453070

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriacetoxyperiodinaneHCID 159087—
ReactantHCID 4066944HCID 4066944—
SolventDichloromethaneHCID 6344—
Product1H-Benzimidazole-2-carboxaldehyde,5-chloro-1-methyl-(9CI)HCID 4507805766.7%

Reaction Steps

A solution of (5-chloro-1-methyl-1H-benzimidazol-2-yl)methanol (1.5 g, 7.7 mmol) dissolved in CH2Cl2 at room temperature was treated with Dess-Martin periodinane (4.9 g, 11.5 mmol). The reaction was stirred for 15 hours before the solvent was removed. The residue was purified by flash column chromatography (0-3% MeOH in CH2Cl2) to give the product (1.0 g, 66% yield). 1H NMR (300 MHz, CDCl3) δ: 4.16 (s, 3H), 7.40-7.47 (m, 2H), 7.90-7.93 (m, 1H), 10.11 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473790B2
Source datasetuspto-grants-2009_01
ORD IDord-a4be76fbee8b4e9cb9ea9ff153fc3206
Source noteuspto-grants-2009_01