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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1688134Generated: October 30, 2026

Triethylamine → HCID 67263649, compound

https://huagongshe.com/reaction/1688134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyl bromoacetateHCID 79177—
Reactant2-(Aminomethyl)-5-nitroanilineHCID 57853808—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67263649HCID 6726364945%

Reaction Steps

To a solution of 2-aminomethyl-5-nitro-phenylamine (2.84 g, 17 mmol) in dry THF (150 mL) and triethylamine (12 mL, 85 mmol) was added tert-butyl bromoacetate (5 mL, 34 mmol). The mixture solution was stirred at room temperature for 16 hours and concentrated. Chromatography of the resulting residue on silica gel with methylene chloride and methanol (50:1) gave 2.15 g of (2-amino-4-nitro-benzylamino)-acetic acid tert-butyl ester (45%): 1H NMR (300 MHz, CDCl3) δ 7.58 (dd, 1H), 7.55 (5, 1H), 7.22 (d, 1H), 5.2 (br, 2H) 3.95 (s, 2H), 3.39 (s, 2H), 1.58 (s, 9H); MS (m/e): 282.3 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148391B2
Source datasetuspto-grants-2012_04
ORD IDord-227a0170c5214cd799cf54843be77788
Source noteuspto-grants-2012_04