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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 840771Generated: October 30, 2026

HCID 9952790, compound → 1-(2-Chlorobenzyl)-2-propyl-1H-benzo[d]imidazol-6-amine

https://huagongshe.com/reaction/840771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 9952790HCID 9952790—
SolventDichloromethaneHCID 6344—
SolventTrifluoroacetic acidHCID 6422—
Product1-(2-Chlorobenzyl)-2-propyl-1H-benzo[d]imidazol-6-amineHCID 1204234886.7%

Reaction Steps

6-t-Butoxycarbonylamino-1-(2-chlorobenzyl)-2-n-propylbenzimidazole (700 mg) (example 1) is dissolved in a mixture solvent of methylene chloride (10 ml) and trifluoroacetic acid (1 ml), and the solution is stirred for five hours at room temperature. A small amount of methylene chloride is added into the reaction solution, and the solution is washed with sodium carbonate aqueous solution. After it is dried, the solvent is removed through evaporation. The residue is crystallized using a mixture solvent of normal hexane and ether, and 6-amino-1-(2-chlorobenzyl)-2-n-propylbenzimidazole (455 mg) is obtained. 1H-NMR (CDCl3, δ): 1.01 (3H, t, J=7.5 Hz), 1.86 (2H, m), 2.73 (2H, t, J=7.5 Hz), 5.30 (2H, s), 6.41 (1H, d, J=1.5 Hz), 6.48 (1H, d, J=7.5 Hz), 6.66 (1H, dd, J=7.5 and 1.5 Hz), 7.10 (1H, t, J=7.5 Hz), 7.25 (1H, t, J=7.5 Hz), 7.46 (1H, d, J=7.5 Hz), 7.57 (1H, d, J=7.5 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06369092B1
Source datasetuspto-grants-2002_04
ORD IDord-c3a16f087f7b4b09b7e36ea446f58e7c
Source noteuspto-grants-2002_04