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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840779Generated: October 30, 2026

tert-Butanol → 6-Carboxy-1-(2-Chlorobenzyl)-2-Methylbenzimidazole

https://huagongshe.com/reaction/840779

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-ButanolHCID 6386—
ReactantDiisopropylethylamineHCID 81531—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 22620337HCID 22620337—
Product6-Carboxy-1-(2-Chlorobenzyl)-2-MethylbenzimidazoleHCID 18680817—
ProductHCID 22620337HCID 22620337—

Reaction Steps

) 6-t-Butoxycarbonylamino-1-(2-chlorobenzyl)-2-methylbenzimidazole By using the method of example 1, 6-t-butoxycarbonylamino-1-(2-chlorobenzyl)-2-methylbenzimidazole (0.760 g) is obtained from 6-carboxy-1-(2-chlorobenzyl)-2-methylbenzimidazole (1.01 g), diphenylphosphorylazide (1 ml), diisopropylethylamine (1 ml), and t-butylalcohol (25 ml). 1H-NMR (CDCl3, δ): 1.49 (9H, s), 2.47 (3H, s), 5.37 (2H, s), 6.41(1H, d, J=7.5 Hz), 6.55 (1H, br s), 6.93 (1H, dd, J=1.9 and 8.6 Hz), 7.08 (1H, t, J=7.5 Hz), 7.22 (1H, t), 7.44(1H, d, J=8.0 Hz), 7.62 (2H, d, J=8.6 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369092B1
Source datasetuspto-grants-2002_04
ORD IDord-b8140557d0344be1a7e47eef4360fc7b
Source noteuspto-grants-2002_04