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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2293900Generated: October 31, 2026

Diisopropylethylamine → 3,3,9,9-Tetramethyl-1-(4-methyl-2-nitro-1H-imidazol-1-yl)-4,8-diazaundecane-2,10-dione dioxime

https://huagongshe.com/reaction/2293900

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3-Chloro-3-methyl-2-nitroso-1-(4-methyl-2-nitro-1H-imidazol-1-yl)butaneHCID 15185995—
ReactantN-(3-aminopropyl)-1-amino-1,1-dimethyl-2-butanone oximeHCID 86585151—
SolventAcetonitrileHCID 6342—
Product3,3,9,9-Tetramethyl-1-(4-methyl-2-nitro-1H-imidazol-1-yl)-4,8-diazaundecane-2,10-dione dioximeHCID 85065087—

Reaction Conditions

Temperature50 °C

Reaction Steps

3-Chloro-3-methyl-2-nitroso-1-(4-methyl-2-nitro-1H-imidazol-1-yl)butane (3.41 g, 13.09 mmol) was added in portions to a stirred solution of N-(3-aminopropyl)-1-amino-1,1-dimethyl-2-butanone oxime (2.0 g, 11.56 mmol, Example 1) and (i-Pr)2NEt (1.64 g, 13.09 mmol) in dry acetonitrile (20 mL) at 50° C. under a nitrogen atmosphere. After the addition the reaction mixture was stirred for an additional 2 hours at 50° C. and cooled to room temperature. The solid which formed was filtered and recrystallized from acetonitrile to provide the title product as a light yellow colored solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05688487
Source datasetuspto-grants-1997_11
ORD IDord-581c1addefd54fab84c1e155b57b9f53
Source noteuspto-grants-1997_11