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

HRID 861819

反応式

HRID 861819 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]>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 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.

後処理

  1. temperatureThe mixture is then heated
  2. customthus obtained
  3. temperaturethe mixture is subsequently refluxed 30 for a further three hours
  4. temperatureto cool
  5. extractionis extracted with methylene chloride
  6. customAfter drying the organic phase, it
  7. concentrationis 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-1a4c8d075b7344bb89e9daf8b5dd367e
出典データセット
uspto-grants-1998_02
特許番号
US05716905

関連ノート

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