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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1761034Generated: October 31, 2026

Sodium hydride → HCID 87972741, compound

https://huagongshe.com/reaction/1761034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantDi-tert-butyl dicarbonateHCID 90495—
ReactantHCID 178488032HCID 178488032—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 87972741HCID 87972741—

Reaction Conditions

Temperature0 °C

Reaction Steps

NaH (60% in oil) (5.55 g; 138 mmol) is added in small portions at 10° C., with stirring, to a solution of 2-mercapto-5-methoxybenzimidazole (10 g; 55.5 mmol) in solution in 400 ml of tetrahydrofuran under argon. The reaction mixture is then stirred for 30 minutes at 0° C., and then BOC2O (26.64 g; 122 mmol) is added in one go. Stirring of the reaction mixture is then carried out for 18 hours at ambient temperature. The reaction mixture is diluted with methanol, filtered over Celite and then concentrated to dryness. The residue obtained is subsequently taken up in a 1/1 mixture of petroleum ether/isopropyl ether. The solid which precipitates is then suction-filtered off to yield the title product in the form of a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06846833B2
Source datasetuspto-grants-2005_01
ORD IDord-0f054bb0a8fc45749ea22c4a12dc1199
Source noteuspto-grants-2005_01