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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861899Generated: November 2, 2026

Acetonitrile → N-(1-methyl-1-(3-(N'-nitroguanidino)phenyl)ethyl)carbamic acid t-butyl ester

https://huagongshe.com/reaction/1861899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTriethylamineHCID 8471—
Reactant3-[2-(Boc-amino)-2-propyl]anilineHCID 22981090—
ReactantN-Methyl-N'-nitro-N-nitrosoguanidineHCID 135436526—
SolventAcetic AcidHCID 176—
ProductN-(1-methyl-1-(3-(N'-nitroguanidino)phenyl)ethyl)carbamic acid t-butyl esterHCID 13638833354.4%

Reaction Steps

A mixture of the compound (145 mg) obtained in Example 2, acetonitrile (10 ml), N-methyl-N′-nitro-N-nitrosoguanidine (85 mg), triethylamine (0.08 ml) and acetic acid (0.03 ml) was stirred at room temperature for 16 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=1:1) to give 106 mg of the titled compound (yield, 54%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06534546B1
Source datasetuspto-grants-2003_03
ORD IDord-e59ac0eb1179415c884cc6eaa0f3b10f
Source noteuspto-grants-2003_03