Carbon Dioxide → Methyl 6-amino-2-methyl-3-nitrobenzoate

HRID 1599971

反応式

HRID 1599971 の反応式
[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]>O.CC(C)=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]

参加物

8

反応物 5

HCID 280Carbon DioxideHCID 6497Dimethyl SulfateHCID 516892Sodium BicarbonateHCID 5360545SodiumHCID 152831726-Amino-2-methyl-3-nitrobenzoic acid2 回

生成物 1

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

試薬・触媒・溶媒 2

HCID 180Acetone溶媒2 回HCID 962Water溶媒

実験手順

49.7 g (0.253 mol) of 2-methyl-3-nitro-6-aminobenzoic acid are dissolved in380 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, andthe mixture is subsequently refluxed for a further 3 hours and then allowedto 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.

後処理

  1. additionare added
  2. temperatureThe mixture is then heated
  3. customthus obtained
  4. temperatureandthe mixture is subsequently refluxed for a further 3 hours
  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)

出典と根拠

ORDレコード
ord-f491c729248d4d28947c17fd6ee5332d
出典データセット
uspto-grants-1998_04
特許番号
US05744425

関連ノート

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