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Short Note

4,5-Dimethoxy-2-nitroacetophenone

by
Dmitrij S. Zavgorodniy
,
Alexander V. Butin
and
Tat'yana A. Stroganova
*
Research Laboratory of Furan Chemistry, Kuban State Technological University, Moskovskaya 2, Krasnodar, Russian Federation
*
Author to whom correspondence should be addressed.
Molecules 1999, 4(10), M111; https://doi.org/10.3390/M111
Submission received: 13 September 1999 / Accepted: 20 September 1999 / Published: 8 October 1999
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Versions Notes
Molecules 04 m111 i001
The general part of the experimental section [1] has been presented elsewhere. To solution of 4,5-dimethoxyacetophenone (20.0 g, 110 mmol) in 45 ml of glacial acetic acid, red fuming nitric acid (22.0 ml) was added dropwise with cooling in an ice-water bath. After 20 minutes the reaction mixture was poured into water. Increasing the reaction time caused by-product formation. The precipitate was filtered off, washed with water and recrystallized from ethanol to yield 14.3 g (58 %) 4,5-dimethoxy- 2-nitroacetophenone.
M.p. 134°C (ethanol).
1H NMR (CDCl3, 80 MHz): 7.60 (s, 1H, 3-HAr); 6.75 (s, 1H, 6-HAr); 3.93 (s, 6H, OCH3); 2.42 (s, 3H, CH3).
IR (cm-1): 1680 (C=O).
Anal. calc. for C10H11NO5 (225.21): C 53.33, H 4.92; Found: C 53.17, H 5.09.

Reference

  1. Gutnov, A.V.; Butin, A.V.; Abaev, V.T.; Krapivin, G.D.; Zavodnik, V.E. Furyl(aryl)alkanes and Their Derivatives.19. Synthesis of Benzofuran Derivatives via 2-Hydroxyaryl-R-(5-methylfur-2-yl)methanes. Reaction of Furan Ring Opening - Benzofuran Ring. Molecules 1999, 4, 204–218. [Google Scholar] [CrossRef]
Sample Availability: available from the authors and from MDPI.

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MDPI and ACS Style

Zavgorodniy, D.S.; Butin, A.V.; Stroganova, T.A. 4,5-Dimethoxy-2-nitroacetophenone. Molecules 1999, 4, M111. https://doi.org/10.3390/M111

AMA Style

Zavgorodniy DS, Butin AV, Stroganova TA. 4,5-Dimethoxy-2-nitroacetophenone. Molecules. 1999; 4(10):M111. https://doi.org/10.3390/M111

Chicago/Turabian Style

Zavgorodniy, Dmitrij S., Alexander V. Butin, and Tat'yana A. Stroganova. 1999. "4,5-Dimethoxy-2-nitroacetophenone" Molecules 4, no. 10: M111. https://doi.org/10.3390/M111

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