Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348674Generated: October 29, 2026

1-Hydroxybenzotriazole → [4-(4-dipropylaminomethylphenylcarbamoyl)benzyl]carbamic Acid t-butyl Ester

https://huagongshe.com/reaction/348674

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acidHCID 853605—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant4-Dipropylaminomethyl-anilineHCID 16777011—
SolventChloroformHCID 6212—
SolventDimethylformamideHCID 6228—
Product[4-(4-dipropylaminomethylphenylcarbamoyl)benzyl]carbamic Acid t-butyl EsterHCID 66941656109.1%

Reaction Steps

In chloroform (20 ml) and DMF (8.0 ml), 4-(t-butoxycarbonylaminomethyl)benzoic acid (1.95 g) was dissolved. Then, the solution was added with WSCI hydrochloride (1.50 g) and HOBt (1.08 g), followed by stirring at room temperature at 1 hour. The reaction solution was added with the compound (1.23 g) obtained in Example 19-2 and chloroform (10 ml), followed by stirring at room temperature for 15 hours. The solvent was distilled off and the residue obtained was then purified through silica gel column chromatography (chloroform/methanol), thereby obtaining the subject compound (2.86 g) as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176227B2
Source datasetuspto-grants-2007_02
ORD IDord-0b1fe2bc5f8443d2ac916cbb730ffeb1
Source noteuspto-grants-2007_02