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

HRID 1599971

반응식

HRID 1599971 반응식
[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]

참가 물질

8

반응물 5

HCID 280Carbon DioxideHCID 6497Dimethyl SulfateHCID 516892Sodium BicarbonateHCID 5360545SodiumHCID 152831726-Amino-2-methyl-3-nitrobenzoic acid2회

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매2회HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f491c729248d4d28947c17fd6ee5332d
출처 데이터셋
uspto-grants-1998_04
특허 번호
US05744425

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