二氧化碳 → Methyl 6-amino-2-methyl-3-nitrobenzoate

HRID 343746

反应方程式

HRID 343746 反应方程式
[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([NH2:14])[C:3]=1[C:4]([OH:6])=[O:5].[C:15](=O)([O-])O.[Na+].C(=O)=O.S(OC)(OC)(=O)=O.[Na]>CC(C)=O.O>[CH3:1][C:2]1[C:10]([N+:11]([O-:13])=[O:12])=[CH:9][CH:8]=[C:7]([NH2:14])[C:3]=1[C:4]([O:6][CH3:15])=[O:5]

参与物

8

反应物 5

HCID 280二氧化碳HCID 6497甲基硫酸酯-13C2HCID 516892碳酸氢钠HCID 5360545钠HCID 152831726-氨基-2-甲基-3-硝基苯甲酸2 次

产物 1

HCID 15334532Methyl 6-amino-2-methyl-3-nitrobenzoate

试剂、催化剂与溶剂 2

HCID 180丙酮溶剂2 次HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂

实验过程

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 dropwise 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 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 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.

后处理

  1. temperatureThe mixture is then heated
  2. customthus obtained
  3. temperaturethe mixture is subsequently refluxed for a further three hours
  4. temperatureto cool
  5. extractionis extracted with methylene chloride
  6. customAfter drying
  7. concentrationthe organic phase is concentrated
  8. customThe solid obtained
  9. customis sufficiently pure for the subsequent reaction (NMR)

来源与证据

ORD记录
ord-2969ee246e8847f390c9589c6bc88f54
来源数据集
uspto-grants-1999_01
专利号
US05863864

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