1,3,5-Trimethoxy-2-(2-nitrovinyl)benzene [C11H13NO5]

1,3,5-Trimethoxy-2-(2-nitrovinyl)benzene

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Date

2 reactions in Reaxys

2018-07-09 15h:36m:40s (UTC)

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Search as: Product, As drawn, No mixtures ) AND (IDE.INCHI='URHPFHDNYKOMAI-UHFFFAOYSA-N') NOT (RX.RXRN=8546971))

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2018-07-09 15:38:07

1,3,5-Trimethoxy-2-(2-nitrovinyl)benzene

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Rx-ID: 8551689 View in Reaxys 1/2 Yield

Conditions & References

83 %

With potassium hydroxide, Agar-agar aqua gel in ethanol, acetonitrile, Time= 2h, T= 25 °C , Henry condensation Bandgar; Uppalla; Synthetic Communications; vol. 30; nb. 12; (2000); p. 2071 - 2075 View in Reaxys 9 :Example 91 ,3,5-Trimethoxy-2-(2-nitrovinyl)benzeneTo a mixture of compound of example 8 (25 gm, 0.12x103 mmol) and ammonium acetate (19.7 gm, 0.24x103 mmol) in acetic acid stirred at room temperature was added nitromethane (1 1 .8 ml, 0.21 x103 mmol), and the mixture was heated at 100°C for 1 .5 hours. The reaction mixture was cooled to room temperature and poured over crushed ice. The yellow precipitate obtained was filtered and washed with water to obtain the title compound.Yield: 22 gm (72percent); 1 HNMR (CDCI3): δ 8.53 (d, 1 H), 8.0 (d, 1 H), 6.1 1 (s, 2H), 3.90 (s, 6H), 3.87 (s, 3H); MS: m/e 240 (M+1 ).

72 %

With ammonium acetate, acetic acid, Time= 1.5h, T= 20 - 100 °C Patent; PIRAMAL LIFE SCIENCES LIMITED; BANDGAR, Babasaheb Pandurang; TOTRE, Jalindar Vasant; WO2011/121505; (2011); (A1) English View in Reaxys

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Rx-ID: 31733711 View in Reaxys 2/2 Yield

Conditions & References Reaction Steps: 2 1: trichlorophosphate / -5 - 0 °C / Inert atmosphere 2: ammonium acetate; acetic acid / 1.5 h / 20 - 100 °C With ammonium acetate, acetic acid, trichlorophosphate Patent; PIRAMAL LIFE SCIENCES LIMITED; BANDGAR, Babasaheb Pandurang; TOTRE, Jalindar Vasant; WO2011/121505; (2011); (A1) English View in Reaxys

Copyright © 2018 Elsevier Life Sciences IP Limited except certain content provided by third parties. Reaxys is a trademark of Elsevier Life Sciences IP Limited.

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2018-07-09 15:38:07