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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846438Generated: November 3, 2026

Ethanol → 5-azido-1,2,7-trimethyl-1H-benzimidazole

https://huagongshe.com/reaction/1846438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium AzideHCID 33557—
Reactantsodium L-ascorbic acidHCID 66586226—
Reactant5-bromo-1,2,7-trimethyl-1H-benzimidazoleHCID 66978180—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
Product5-azido-1,2,7-trimethyl-1H-benzimidazoleHCID 86663899—

Reaction Conditions

Temperature100 °C

Reaction Steps

0.59 g (2.50 mmol) 5-bromo-1,2,7-trimethyl-1H-benzimidazole, 0.32 g (4.9 mmol) sodium azide, 75 mg (0.50 mmol) trans-(1R,2R)—N,N′-bismethyl-1,2-cyclohexane-diamine, 50 mg (0.30 mmol) copper(I) iodide and 50 mg (0.30 mmol) L-ascorbic acid sodium salt were added to 2.0 ml of a mixture of ethanol and water (EtOH/water=7/3) and the mixture was stirred for 1 h at 100° C. Then the EtOH was distilled off and the residue was mixed with water. The precipitate formed was suction filtered, washed with water and diethyl ether and dried.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952014B2
Source datasetuspto-grants-2015_02
ORD IDord-68f560f4790a4abab2c43fd861bc7808
Source noteuspto-grants-2015_02