Реакция #949001

Уравнение реакции

CO2

dimethyl sulfate

sodium

2-methyl-3-nitro-6-aminobenzoic acid

sodium hydrogen carbonate

2-methyl-3-nitro-6-aminobenzoic acid

→

Methyl 2-methyl-3-nitro-6-aminobenzoate

Растворители

acetone

water

acetone

Условия реакции

Обработка

1. 1
   ТемператураThe mixture is then heated
2. 2
   Другоеthus obtained
3. 3
   Температураthe mixture is subsequently refluxed 30 for a further three hours
4. 4
   Температураto cool
5. 5
   Экстракцияis extracted with methylene chloride
6. 6
   ДругоеAfter drying the organic phase, it
7. 7
   Концентрированиеis concentrated
8. 8
   ДругоеThe solid obtained
9. 9
   Другоеis sufficiently pure for the subsequent reaction (NMR)

Методика

49.7 g (0.253 mol) of 2-methyl-3-nitro-6-aminobenzoic acid are dissolved in 380 ml of acetone and 43 g (0.51 mol) of sodium hydrogen carbonate are added. The mixture is then heated to boiling until evolution of CO2 is complete. 35.3 g (0.28 mol) of dimethyl sulfate are then added in the course of two hours at the boiling point of acetone to the suspension of the sodium salt of 2-methyl-3-nitro-6-aminobenzoic acid thus obtained, and the mixture is subsequently refluxed 30 for a further three hours and then allowed to cool. After pouring the reaction mixture into 1.8 l of water, it is extracted with methylene chloride. After drying the organic phase, it is concentrated. The solid obtained is sufficiently pure for the subsequent reaction (NMR). Yield: 50 g (0.238 mol)=94% of theory, m.p.: 92°-94° C.

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